【手続補正書】
【提出日】平成16年2月24日(2004.2.24)
【手続補正１】
【補正対象書類名】明細書
【補正対象項目名】００４９
【補正方法】変更
【補正の内容】
【００４９】
同様にして式（XVIII）、（XIX）、（XX）に示す各化合物を得た。以下にスペクトルデータを記載する。
３−メチル−５−（３−メチル−２−チアゾリジニリデン）−２−チオキソ−４−チアゾリジノン（3-Methyl-5-(3-methyl-2-thiazolidinylidene)-2-thioxo-4-thiazolidinone）（Ａ６Ｂ４）
淡黄針状 (from CHCl3), mp 226-229 °C; UV-vis (CHCl3):λmax 396.5 nm (ε4.92 x 104); IR (KBr):ν1640, 1541, 1264, 1100 cm-1; 1H NMR (300 MHz, CDCl3): δ3.84 (t, 2H, J = 7.7 Hz), 3.48 (s, 3H), 3.35 (s, 3H), 3.23 (t, 2H, J = 7.7 Hz); MS (EI) m/z 246 (M+); Anal; Calcd for C8H10N2OS3: C 39.00, H 4.09, N 11.37; Found: C 39.11, H 3.93, N 11.26.
５−（３−メチル−２−チアゾリジニリデン）−３−フェニル−２−チオキソ−４−チアゾリジノン（5-(3-Methyl-2-thiazolidinylidene)-3-phenyl-2-thioxo-4-thiazolidinone）（Ａ６Ｂ５）
淡黄針状 (from CHCl3), mp 231-234 °C.; UV-vis (CHCl3):λmax 398.0 nm (ε4.44 x 104); IR (KBr): 1663, 1539, 1249, 781 cm-1; 1H NMR (300 MHz, CDCl3):δ7.55-7.42 (m, 3H), 7.31-7.27 (m, 2H), 3.84 (t, 2H, J = 7.7 Hz), 3.40 (s, 3H), 3.22 (t, 2H, J = 7.7 Hz); MS (EI) m/z 308 (M+) Anal; Calcd for C13H12N2OS3 : C 50.62, H 3.92, N 9.08.
５−（３−メチル−２−チアゾリジニリデン）−３−テトラヒドロフルフリル−２−チオキソ−４−チアゾリジノン（5-(3-Methyl-2-thiazolidinylidene)-3-tetrahydrofurfuryl-2-thioxo-4-thiazolidinone）（Ａ６Ｂ３）
淡黄針状 (from CHCl3), mp 199-202 °C; UV-vis (CHCl3):λmax 398.0 nm (ε4.54 x 104); IR (KBr): 1660, 1547, 1119, 1074 cm-1; 1H NMR (300 MHz, CDCl3):δ4.56(m, 1H), 4.26 (dd,  J = 12.9, 7.9 Hz), 4.03 (dd, 1H, J = 12.9, 5.4 Hz), 3.96 (dt, 1H, J = 7.2, 7.1 Hz), 3.82 (t, 2H, J = 7.6 Hz), 3.75 (dt, 1H, J = 7.5, 7.2 Hz), 3.33 (s, 3H), 3.22 (t, 2H, J = 7.6 Hz) 2.04-1.69 (m, 4H); MS (EI) m/z 316 (M+).Anal; Calcd for C12H16N2O2S3: C 45.54, H 5.10, N 8.85; Found: C 45.38, H 4.93, N 8.79.
５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−３−メチル−２−チオキソ−４−チアゾリジノン（5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-3-methyl-2-thioxo-4-thiazolidinone）（Ａ２Ｂ４）
黄色針状 (from CHCl3), mp >300 °C; UV-vis (CHCl3):λmax 430.0 nm (ε5.27 x 104); IR (KBr): 1639, 1497, 1110, 946, 885 cm-1; 1H NMR (300 MHz, DMSO-d6):δ7.94 (d, 1H, J = 8.5 Hz), 7.82 (s, 1H), 7.38 (d, 1H, J = 8.5 Hz), 3.94 (s, 3H) 3.41 (s, 3H); MS (EI) m/z 328 (M+); Anal; Calcd for C12H9ClN2OS3: C 43.83, H 2.76, N 8.52; Found: C 43.82, H 2.73, N 8.38.
５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−３−フェニル−２−チオキソ−４−チアゾリジノン（5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-3-phenyl-2-thioxo-4-thiazolidinone）（Ａ２Ｂ５）
黄色針状 (from CHCl3), mp >300 °C; UV-vis (CHCl3):λmax 432.0 nm (ε7.28 x 104); IR (KBr): 1655, 1524, 1244, 882, 801 cm-1; 1H NMR (300 MHz, DMSO-d6):δ7.93 (d, 1H, J = 8.5 Hz), 7.85 (s, 1H), 7.55-7.50 (m, 3H), 7.38 (d, 1H, J = 8.5 Hz), 7.32 (d, 2H, J = 6.8 Hz), 4.00 (s, 3H); MS (EI) m/z 390 (M+); Anal; Calcd for C17H11Cl N2OS3: C 52.23, H 2.84, N 7.17; Found: C 51.98, H 2.98, N 6.78.
５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−３−テトラヒドロフルフリル−２−チオキソ−４−チアゾリジノン（5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-3-tetrahydrofurfuryl-2-thioxo-4-thiazolidinone）（Ａ２Ｂ６）
黄色針状 (from CHCl3), mp >300 °C; UV-vis (CHCl3):λmax 431.5 nm (ε1.02 x 105); IR (KBr): 1639, 1520, 1213, 807, 738 cm-1; 1H NMR (300 MHz, DMSO-d6):δ7.91 (d, 1H, J = 8.3 Hz), 7.82 (s, 1H), 7.37 (d, 1H, J = 8.3 Hz), 4.40-4.30 (m, 1H), 4.15 (dd, 1H, J = 13.0, 7.9 Hz), 3.96 (dd, 1H, J = 13.0, 5.3 Hz), 3.94 (s, 3H), 3.82-3.76 (m, 1H), 3.65-3.57 (m, 1H), 2.00-1.62 (m, 4H); MS (EI) m/z 398 (M+); Anal; Calcd for C16H15Cl N2O2S3: C 48.17, H 3.79, N 7.02; Found: C 47.97, H 3.59, N 6.89.
３−メチル−５−（３−メチルナフト［１，２−ｄ］チアゾール−２（３Ｈ）−イリデン）−２−チオキソ−４−チアゾリジノン（3-Methyl-5-(3-methylnaphtho[1,2-d]thiazol-2(3H)-ylidene)-2-thioxo-4-thiazolidinone）（Ａ３Ｂ４）
濃黄色針状 (from CHCl3), mp >300 °C; UV-vis (CHCl3):λmax 444.0 nm (ε7.04 x 104); IR (KBr): 1641, 1512, 1110, 938, 800 cm-1; 1H NMR (300 MHz, DMSO-d6):δ8.21 (d, 1H, J = 8.5 Hz), 8.11 (d, 1H, J = 7.8 Hz), 8.02 (d, 1H, J = 8.5 Hz), 7.93 (d, 1H, J = 8.8 Hz), 7.69 (dd, 1H, J = 8.8, 5.5 Hz), 7.64 (dd, 1H, J = 7.8, 5.5 Hz), 4.33 (s, 3H) 3.44 (s, 3H); MS (EI) m/z 344 (M+); Anal; Calcd for C16H12N2OS3: C 55.79, H 3.51, N 8.13.
５−（３−メチルナフト［１，２−ｄ］チアゾール−２（３Ｈ）−イリデン）−３−フェニル−２−チオキソ−４−チアゾリジノン（5-(3-Methylnaphtho[1,2-d]thiazol-2(3H)-ylidene)-3-phenyl-2-thioxo-4-thiazolidinone）（Ａ３Ｂ５）
濃黄色針状 (from CHCl3), mp >300 °C; UV-vis (CHCl3):λmax 445.5 nm (ε 1.19 x 105); IR (KBr): 1648, 1506, 1245, 851 cm-1; 1H NMR (300 MHz, DMSO-d6):δ8.54 (d, 1H, J = 8.3 Hz), 8.11 (d, 1H, J = 7.6 Hz), 8.01 (d, 1H, J = 8.8 Hz), 7.93 (d, 1H, J = 8.6 Hz), 7.71-7.65 (m, 2H), 7.58-7.51 (m, 3H), 7.36-7.33 (m, 2H), 4.38 (s, 3H); MS (EI) m/z 406 (M+); Anal; Calcd for C21H14N2OS3: C 62.04, H 3.47, N 6.89.
５−（３−メチルナフト［１，２−ｄ］チアゾール−２（３Ｈ）−イリデン）−３−テトラヒドロフルフリル−２−チオキソ−４−チアゾリジノン（5-(3-Methylnaphtho[1,2-d]thiazol-2(3H)-ylidene)-3-tetrahydrofurfuryl-2-thioxo-4-thiazolidinone）（Ａ３Ｂ３）
濃黄色針状 (from CHCl3), mp >300 °C; UV-vis (CHCl3):λmax 445.0 nm (ε 8.51 x 104); IR (KBr): 1642, 1499, 1185, 798 cm-1; 1H NMR (300 MHz, DMSO-d6):δ8.51 (d, 1H, J = 8.5 Hz), 8.10 (d, 1H, J = 7.6 Hz), 7.98 (d, 1H, J = 8.8 Hz), 7.92 (d, 1H, J = 8.8 Hz), 7.69 (dd, 1H, J = 7.6, 6.4 Hz), 7.64 (dd, 1H, J = 8.5, 6.4 Hz), 4.43-4.37 (m, 4H), 4.31 (s, 3H), 4.18 (dd, 1H, J = 13.2, 8.0 Hz), 3.99 (dd, 1H, J = 13.2, 5.4 Hz), 3.84-3.78 (m, 1H),3.66-3.60 (m, 1H), 2.00-1.66 (m, 4H); MS (EI) m/z 414 (M+); Anal; Calcd for C20H18N2O2S3: C 57.94, H 4.38, N 6.76; Found: C 57.71, H 4.24, N 6.71.
２−［［３−エチル−５−（３−メチルナフト［１，２−ｄ］チアゾ−ル−２（３Ｈ）−イリデン）−４−オキソ−チアゾリジニリデン］メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（2-[[3-Ethyl-5-(3-methylnaphtho[1,2-d]thiazol-2(3H)-ylidene)-4-oxo-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate）（Ａ３Ｂ１Ｃ１）
橙色針状 (from MeOH), mp 299 °C; UV-vis (MeOH):λmax 505 nm (ε 4.27 x 104); IR (KBr): 1654, 1506, 678 cm-1; 1H NMR (300 MHz, DMSO-d6)δ8.70 (d, 1H, J = 6.6 Hz), 8.46 (d, 1H, J = 7.9 Hz), 8.29 (dd, 1H, J = 8.5, 7.4 Hz), 8.08 (dd, 2H, J = 7.9, 7.9 Hz), 7.96 (d, 1H, J = 8.5 Hz), 7.89 (d, 1H, J = 8.5 Hz), 7.68 (d, 1H, J = 8.5 Hz), 7.62 (dd, 1H, J = 7.4, 6.5 Hz), 7.47 (d, 2H, J = 8.4 Hz), 7.44 (d, 1H, J = 7.9 Hz), 7.10 (d, 2H, J = 8.4 Hz), 5.99 (s, 1H), 4.34 (s, 3H), 4.16 (s, 3H),4.12 (q, 2H, J = 7.1 Hz), 2.28 (s, 3H), 1.28 (t, 3H, J = 7.1 Hz); MS (FAB+) m/z: 432 (M+).
４−［［３−エチル−５−（３−メチルナフト［１，２−ｄ］チアゾール−２（３Ｈ）−イリデン）−４−オキソ−チアゾリジニリデン］メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（4-[[3-Ethyl-5-(3-methylnaphtho[1,2-d]thiazol-2(3H)-ylidene)-4-oxo-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate） （Ａ３Ｂ１Ｃ４）
dark red solids (from AcOEt), mp 251-253 °C; UV-vis (MeOH):λmax 519.5 nm (ε 4.71 x 104); IR (KBr): 1643, 1506, 809, 680 cm-1; 1H NMR (300 MHz, DMSO-d6)δ8.49-8.41 (m, 3H), 8.10 (d, 1H, J = 8.4 Hz), 7.96 (d, 1H, J = 8.5 Hz), 7.91 (d, 1H, J = 8.5 Hz), 7.73-7.60 (m, 2H), 7.62 (d, 2H, J = 6.9 Hz), 7.47 (d, 2H, J = 8.4 Hz), 7.10 (d, 2H, J = 8.4 Hz), 6.37 (s, 1H), 4.39 (s, 3H), 4.07 (s, 3H), 4.03 (q, 2H, J = 7.1 Hz), 2.28 (s, 3H), 1.25 (t, 3H, J = 7.1 Hz); MS (FAB+) m/z: 432 (M+).
２−［［３−エチル−５−（３−メチルナフト［１，２−ｄ］チアゾール−２（３Ｈ）−イリデン）−４−オキソ−チアゾリジニリデン］メチル］−３−メチルベンゾチアゾリウムｐ−トルエンスルホネート（2-[[3-Ethyl-5-(3-methylnaphtho[1,2-d]thiazol-2(3H)-ylidene)-4-oxo-2-thiazolidinylidene]methyl]-3-methylbenzothiazolium p-Toluenesulfonate） （Ａ３Ｂ１Ｃ２）
濃赤色針状dark red needles (from MeOH), mp >300 °C; UV-vis (MeOH):λmax 514.5 nm (ε7.57 x 104); IR (KBr): 1653, 1507, 813, 678 cm-1; 1H NMR (300 MHz, DMSO-d6)δ8.57 (d, 1H, J = 8.8 Hz), 8.24-7.94 (m, 5H), 7.75-7.48 (m, 4H), 7.47 (d, 2H, J = 7.7 Hz), 7.11 (d, 2H, J = 7.7 Hz), 6.72 (s, 1H), 4.57 (s, 3H), 4.31 (q, 2H, J = 7.0 Hz), 4.08 (s, 3H), 2.28 (s, 3H), 1.22 (t, 3H, J = 7.0 Hz); MS (FAB+) m/z: 488 (M+).
２−［［３−エチル−５−（５−メトキシ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−２−チアゾリジニリデン］メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（2-[[3-Ethyl-5-(5-methoxy-3-methyl-2(3H)-benzothiazolylidene)-4-oxo-2-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate）（Ａ４Ｂ１Ｃ１）
橙色針状 (from MeOH), mp 268-271°C; UV-vis (MeOH):λmax 500.5 nm (ε8.13 x 104); IR (KBr): 1631, 1543, 814, 767 cm-1; 1H NMR (300 MHz, DMSO-d6)δ8.65 (d, 1H, J = 6.6 Hz), 8.26 (dd, 1H, J = 7.6, 6.6 Hz), 8.03 (d, 1H, J = 8.2 Hz), 7.74 (d, 1H, J = 8.5 Hz),. 7.46 (d, 2H, J = 7.8 Hz), 7.41 (dd, 1H, J = 8.2, 7.6 Hz), 7.21 (s, 1H), 7.11 (d, 2H, J = 7.8 Hz), 6.93 (d, 1H, J = 8.5 Hz), 5.95 (s, 1H), 4.14 (s, 3H), 4.10 (q, 2H, J = 7.0 Hz), 4.03 (s, 3H), 3.87 (s, 3H), 2.28 (s, 3H), 1.26 (t, 3H, J = 7.0 Hz); MS (FAB+) m/z: 412 (M+).
４−［［３−エチル−５−（５−メトキシ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−２−チアゾリジニリデン］メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（4-[[3-Ethyl-5-(5-methoxy-3-methyl-2(3H)-benzothiazolylidene)-4-oxo-2-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate）（Ａ４Ｂ１Ｃ４）
濃赤色針状 (from MeOH), mp 286-289 °C; UV-vis (MeOH):λmax 514.5 nm (ε4.77 x 104); IR (KBr): 1642, 1543, 850, 821, 683 cm-1; 1H NMR (300 MHz, DMSO-d6)δ8.39 (d, 2H, J = 7.0 Hz), 7.75 (d, 1H, J = 8.5 Hz), 7.62 (d, 2H, J = 7.0 Hz), 7.46 (d, 2H, J = 7.9 Hz), 7.22 (s, 1H), 7.11 (d, 2H, J = 7.9 Hz), 6.93 (d, 1H, J = 8.5 Hz), 6.33 (s, 1H), 4.07 (s, 3H), 4.06 (s, 3H), 4.01 (q, 2H, J = 7.1 Hz), 3.87 (s, 3H), 2.28 (s, 3H), 1.26 (t, 3H, J = 7.1 Hz); MS (FAB+) m/z: 412 (M+).
２−［［３−エチル−５−（５−メトキシ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−２−チアゾリジニリデン］メチル］−３−メチルベンゾチアゾリウム  ｐ−トルエンスルホネート（2-[[3-Ethyl-5-(5-methoxy-3-methyl-2(3H)-benzothiazolylidene)-4-oxo-2-thiazolidinylidene]methyl]-3-methylbenzothiazolium p-Toluenesulfonate） （Ａ４Ｂ１Ｃ２）
濃赤色固体 (from AcOEt), mp >300 °C; UV-vis (MeOH):λmax 507.5 nm (ε1.23 x 105); 1H NMR (300 MHz, DMSO-d6)δ8.26 (d, 1H, J = 8.2 Hz), 7.94 (d, 1H, J = 8.6 Hz), 7.87 (d, 1H, J = 8.5 Hz), 7.73 (dd, 1H, J = 8.6, 7.0 Hz),. 7.54 (dd, 1H, J = 8.2, 7.0 Hz), 7.46 (d, 2H, J = 8.1 Hz), 7.34 (s, 1H), 7.10 (d, 2H, J = 8.1 Hz), 7.04 (d, 1H, J = 8.1 Hz), 6.69 (s, 1H), 4.28 (q, 2H, J = 6.9 Hz), 4.21 (s, 3H), 4.06 (s, 3H), 3.87 (s, 3H), 2.28 (s, 3H), 1.29 (t, 3H, J = 6.9 Hz); MS (FAB+) m/z: 468 (M+).
２−［［３−エチル−５−（１−メチル−２（１Ｈ）−キノリニリデン）−４−オキソ−２−チアゾリジニリデン］メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（2-[[3-Ethyl-5-(1-methyl-2(1H)-quinolinylidene)-4-oxo-2-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate） （Ａ５Ｂ１Ｃ１）
紫色色針状 (from MeOH), mp 225-227 °C; UV-vis (MeOH):λmax 546.0 nm (ε7.45 x 104); 1H NMR (300 MHz, DMSO-d6)δ8.63 (1H, d, J = 6.3 Hz), 8.23 (1H, dd, J = 8.5, 7.4 Hz), 8.03 (1H, d, J = 8.8 Hz), 7.92-766 (3H, m),. 7.47 (2H, d, J = 8.2 Hz), 7.45-7.35 (2H, m), 7.11 (2H, d, J = 8.2 Hz), 5.95 (1H, s), 4.13 (3H, s), 4.07 (2H, q, J = 7.0 Hz), 3.93 (3H, s), 2.28 (3H, s), 1.26 (3H, t, J = 7.0 Hz); MS (FAB+) m/z: 376 (M+).
４−［［３−エチル−５−（１−メチル−２（１Ｈ）−キノリニリデン）−４−オキソ−２−チアゾリジニリデン］メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（4-[[3-Ethyl-5-(1-methyl-2(1H)-quinolinylidene)-4-oxo-2-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate） （Ａ５Ｂ１Ｃ４）
濃紫針状 (from MeOH), mp 190-192 °C; UV-vis (MeOH):λmax 560.5 nm (ε8.47 x 104); 1H NMR (300 MHz, DMSO-d6)δ8.37 (2H, d, J = 7.1 Hz), 7.70 (4H, m), 7.59 (2H, d, J = 7.1 Hz), 7.47 (2H, d, J = 7.7 Hz), 7.45-7.35 (1H, m), 7.11 (2H, d, J = 7.7 Hz), 6.33 (1H, s), 4.05 (3H, s), 4.00 (2H, q, J = 6.8 Hz), 3.96 (3H, s), 2.28 (3H, s), 1.22 (3H, t, J = 6.8 Hz); MS (FAB+) m/z: 376 (M+).
２−［［３−エチル−５−（１−メチル−２（１Ｈ）−キノリニリデン）−４−オキソ−２−チアゾリジニリデン］メチル］−３−メチルベンゾチアゾリウム  ｐ−トルエンスルホネート（2-[[3-Ethyl-5-(1-methyl-2(1H)-quinolinylidene)-4-oxo-2-thiazolidinylidene]methyl]-3-methylbenzothiazolium p-Toluenesulfonate）（Ａ５Ｂ１Ｃ２）
紫色針状 (from MeOH), mp 277-280 °C; UV-vis (MeOH):λmax 543.5 nm (ε7.57 x 104); 1H NMR (300 MHz, DMSO-d6)δ8.29-8.25 (1H, m), 8.21 (2H, dd, J = 8.8, 6.8 Hz), 7.99-7.85 (4H, m), 7.72 (1H, dd, J = 9.4, 6.8 Hz), 7.61-7.50 (2H, m),. 7.46 (2H, d, J = 7.7 Hz), 7.11 (2H, d, J = 7.7 Hz), 6.71 (1H, s), 4.26 (2H, q, J = 7.0 Hz), 4.13 (3H, s), 4.05 (3H, s), 2.28 (3H, s), 1.29 (3H, t, J = 7.0 Hz); MS (FAB+) m/z: 432 (M+).
２−［｛５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−テトラヒドロフルフリル−２−チアゾリジニリデン｝メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（2-[[5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-4-oxo-3-tetrahydrofurfuryl-2-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate）（Ａ２Ｂ３Ｃ１）
1H NMR (400 MHz, DMSO-d6)δ8.65 (d, 1H, J = 6.4 Hz), 8.25 (dd, 1H, J = 8.7, 7.1 Hz), 8.03 (d, 1H, J = 8.7 Hz),7.96(d, 1H, J = 8.5 Hz), 7.74 (s, 1H), 7.46 (d, 2H, J = 7.8 Hz), 7.40 (dd, 1H, J = 7.1, 6.4 Hz), 7.31 (d, 1H, J = 8.5 Hz), 7.08 (d, 2H, J = 7.8 Hz), 6.21 (s, 1H), 4.28-4.20 (m, 1H), 4.16-4.08 (m, 2H), 4.09 (s, 3H), 4.00 (s, 3H), 3.80 (q, 1H, J = 7.1 Hz), 3.64 (q, 1H, J = 7.1 Hz), 2.28 (s, 3H), 2.07-1.60 (m, 4H); MS (FAB+) m/z: 472 (M+).
２−［｛５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−テトラヒドロフルフリル−２−チアゾリジニリデン｝メチル］−１−（２−プロペニル）ピリジニウム  ｐ−トルエンスルホネート（2-[[5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-4-oxo-3-tetrahydrofurfuryl-2-thiazolidinylidene]methyl]-1-(2-propenyl)pyridinium  ｐ-Toluenesulfonate） （Ａ２Ｂ３Ｃ２） 1H NMR (300 MHz, DMSO-d6)δ8.67 (d, 1H, J = 6.1 Hz), 8.30 (dd, 1H, J = 8.5, 7.4 Hz), 8.07 (d, 1H, J = 8.5 Hz), 7.86 (d, 1H, J = 8.3 Hz), 7.76 (s, 1H), 7.47 (dd, 1H, J = 7.4, 6.1 Hz), 7.46 (d, 2H, J = 7.7 Hz), 7.31 (d, 1H, J = 8.3 Hz), 7.09 (d, 2H, J = 7.7 Hz), 6.18-6.07 (m, 1H), 6.14 (s, 1H), 5.41 (d, 1H, J = 10.2 Hz), 5.18-5.12 (m, 3H), 4.21-4.14 (m, 1H), 4.07-4.02 (m, 2H), 4.01 (s, 3H), 3.80 (ddd, 1H, J = 7.6, 7.4, 6.4 Hz), 3.63 (ddd, 1H, J = 7.7, 7.4, 6.4 Hz), 2.28 (s, 3H), 2.08-1.75 (m, 3H), 1.75-1.61 (m, 1H); MS (FAB+) m/z: 498 (M+).
２−［｛５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−テトラヒドロフルフリル−２−チアゾリジニリデン｝メチル］−３−メチルベンゾチアゾリウム  ｐ−トルエンスルホネート（2-[[5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-4-oxo-3-tetrahydrofurfuryl-2-thiazolidinylidene]methyl]-3-methylbenzothiazolium p-Toluenesulfonate） （Ａ２Ｂ３Ｃ３）
1H NMR (400 MHz, DMSO-d6)δ8.21 (d, 1H, J = 7.3 Hz), 7.92-7.84 (m, 3H), 7.67 (dd, 1H, J = 7.4, 7.3 Hz), 7.53-7.45 (m, 3H), 7.32 (d, 1H, J = 8.3 Hz), 7.09 (d, 2H, J = 7.8 Hz), 6.80 (s, 1H), 4.32-4.21 (m, 3H), 4.14 (s, 3H), 3.99 (s, 3H), 3.86-3.80 (m, 1H), 3.70-3.62 (m, 1H), 2.28 (s, 3H), 2.07-1.65 (m, 4H); MS (FAB+) m/z: 528 (M+).
２−［｛５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−３−エチル−４−オキソ−２−チアゾリジニリデン｝メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（2-[[5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-3-ethyl-4-oxo-2-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate） （Ａ２Ｂ１Ｃ１）
1H NMR (400 MHz, DMSO-d6)δ8.67 (d, 1H, J = 6.1 Hz), 8.26 (dd, 1H, J = 8.5, 7.4 Hz), 8.04 (d, 1H, J = 8.5 Hz), 7.86 (d, 1H, J = 8.2 Hz), 7.65 (s, 1H), 7.47 (d, 2H, J = 7.9 Hz), 7.43 (dd, 1H, J = 7.4, 6.1 Hz), 7.31 (d, 2H, J = 8.2 Hz), 7.10 (d, 2H, J = 7.9 Hz), 5.97 (s, 1H), 4.15 (q, 2H, J = 6.9 Hz), 4.09 (s, 3H), 4.00 (s, 3H), 2.28 (s, 3H) 1.25 (t, 3H, J = 6.9 Hz); MS (FAB+) m/z: 416 (M+).
２−［｛５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−３−エチル−４−オキソ−２−チアゾリジニリデン｝メチル］−１−（２−プロペニル）ピリジニウム  ｐ−トルエンスルホネート（2-[[5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-3-ethyl-4-oxo-2-thiazolidinylidene]methyl]-1-(2-propenyl)lpyridinium p-Toluenesulfonate） （Ａ２Ｂ１Ｃ２）
1H NMR (400 MHz, DMSO-d6)δ8.67 (d, 1H, J = 5.5 Hz), 8.30 (dd, 1H, J = 8.5, 7.4 Hz), 8.07 (d, 1H, J = 8.5 Hz), 7.85 (d, 1H, J = 8.4 Hz), 7.77 (s, 1H), 7.49 (d, 1H, J = 7.4, 5.5 Hz), 7.46 (d, 2H, J = 7.7 Hz), 7.33 (d, 1H, J = 8.4 Hz), 7.09 (d, 2H, J = 7.7 Hz), 6.15-6.05 (ddd, 1H, J = 17.3, 10.4, 4.7 Hz), 5.93 (s, 1H), 5.41 (d, 1H, J = 10.4 Hz), 5.26 (d, 2H, J = 4.7 Hz), 5.17 (d, 1H, J = 17.3 Hz), 4.04 (q, 2H, J = 7.1 Hz), 4.01 (s, 3H), 2.28 (s, 3H) 1.19 (t, 3H, J = 7.1 Hz); MS (FAB+) m/z: 442 (M+).
２−［｛５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−３−エチル−４−オキソ−２−チアゾリジニリデン｝メチル］−３−メチルベンゾチアゾリウム  ｐ−トルエンスルホネート（2-[[5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-3-ethyl-4-oxo-2-thiazolidinylidene]methyl]-3-methylbenzothiazolium p-Toluenesulfonate）（Ａ２Ｂ１Ｃ３）
1H NMR (400 MHz, DMSO-d6)δ8.25 (d, 1H, J = 7.9 Hz), 8.00-7.93 (m, 3H), 7.73 (dd, 1H, J = 8.3, 7.4 Hz), 7.55 (dd, 1H, J = 7.9, 7.4 Hz), 7.46 (d, 2H, J = 8.2 Hz), 7.41 (d, 1H, J = 8.2 Hz), 7.10 (d, 2H, J = 8.2 Hz), 6.71 (s, 1H), 4.28 (q, 2H, J = 6.8 Hz), 4.19 (s, 3H), 4.07 (s, 3H), 2.28 (s, 3H), 1.29 (t, 3H, J = 6.8 Hz); MS (FAB+) m/z: 472 (M+).
２−［｛５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−（２−プロペニル）−２−チアゾリジニリデン｝メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（2-[[5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-4-oxo-3-(2-propenyl)-2-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate）（Ａ２Ｂ２Ｃ１）
1H NMR (300 MHz, DMSO-d6)δ8.67 (d, 1H, J = 6.9 Hz), 8.27 (dd, 1H, J = 8.8, 7.7 Hz), 8.01 (d, 1H, J = 8.8 Hz), 7.86 (d, 1H, J = 8.2 Hz), 7.77 (s, 1H), 7.48 (d, 2H, J = 8.0 Hz), 7.44 (dd, 1H, J = 7.7, 6.9 Hz), 7.33 (d, 1H, J = 8.2 Hz), 7.10 (d, 2H, J = 8.0 Hz), 5.96-5.82 (m, 1H), 5.89 (s, 1H), 5.33 (d, 1H, J = 16.6 Hz), 5.30 (d, 1H, J = 10.8 Hz), 4.72-4.70 (br, 2H), 4.06 (s, 3H), 4.02 (s, 3H), 2.28 (s, 3H); MS (FAB+) m/z: 428 (M+).
２−［｛５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−（２−プロペニル）−２−チアゾリジニリデン｝メチル］−１−（２−プロペニル）ピリジニウム  ｐ−トルエンスルホネート（2-[[5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-4-oxo-3-(2-propenyl)-2-thiazolidinylidene]methyl]-1-(2-propenyl)pyridinium p-Toluenesulfonate） （Ａ２Ｂ２Ｃ２）
1H NMR (400 MHz, DMSO-d6)δ8.67 (d, 1H, J = 6.0 Hz), 8.33 (dd, 1H, J = 8.5, 7.1 Hz), 8.06 (d, 1H, J = 8.5 Hz), 7.86 (d, 1H, J = 8.5 Hz), 7.77 (s, 1H), 7.52 (dd, 1H, J = 7.1, 6.0 Hz), 7.47 (d, 2H, J = 7.7 Hz), 7.31 (d, 1H, J = 8.5 Hz), 7.10 (d, 2H, J = 7.7 Hz), 6.16-6.00 (m, 1H), 5.96-5.78 (m, 1H), 5.84 (s, 1H), 5.37 (d, 1H, J = 10.7 Hz), 5.17-5.08 (m, 5H), 4.66 (d, 2H, J = 4.6 Hz), 4.02 (s, 3H), 2.28 (s, 3H); MS (FAB+) m/z: 454 (M+).
２−［｛５−（５−クロロ−３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−（２−プロペニル）−２−チアゾリジニリデン｝メチル］−３−メチルベンゾチアゾリウム  ｐ−トルエンスルホネート（2-[[5-(5-Chloro-3-methyl-2(3H)-benzothiazolylidene)-4-oxo-3-(2-propenyl)-2-thiazolidinylidene]methyl]-3-methylbenzothiazolium p-Toluenesulfonate） （Ａ２Ｂ２Ｃ３）: 1H NMR (400 MHz, DMSO-d6)δ8.23 (d, 1H, J = 7.6 Hz), 7.97-7.89 (m, 3H), 7.73 (dd, 1H, J = 8.0, 7.6 Hz), 7.55 (dd, 1H, J = 8.0, 7.3 Hz), 7.46 (d, 2H, J = 7.8 Hz), 7.36 (d, 1H, J = 8.3 Hz), 7.10 (d, 2H, J = 7.8 Hz), 6.60 (s, 1H), 6.01-5.89 (m, 1H), 5.32-5.25 (m, 2H), 4.82 (d, 2H, J = 5.1 Hz), 4.18 (s, 3H), 4.00 (s, 3H), 2.28 (s, 3H); MS (FAB+) m/z: 484 (M+).
１−メチル−２−［｛５−（１−メチルナフト［１，２−ｄ］チアゾール−２（１Ｈ）−イリデン）−４−オキソ−３−テトラヒドロフルフリル−２−チアゾリジニリデン｝メチル］ピリジニリウム  ｐ−トルエンスルホネート（1-Methyl-2-[[5-(1-methylnaphtho[1,2-d]thiazol-2(1H)-ylidene)-4-oxo-3-tetrahydrofurfuryl-2-thiazolidinylidene]methyl]pyridinium p-Toluenesulfonate）（Ａ３Ｂ３Ｃ１）  1H NMR (400 MHz, DMSO-d6)δ8.67 (d, 1H, J = 6.4 Hz), 8.45 (d, 1H, J = 8.5 Hz), 8.26 (dd, 1H, J = 8.5, 7.3 Hz), 8.07 (d, 1H, J = 8.0 Hz), 8.03 (d, 1H, J = 8.5 Hz), 7.96 (d, 1H, J = 8.5 Hz), 7.88 (d, 1H, J = 8.5 Hz), 7.68 (dd, 1H, J = 8.5, 7.1 Hz), 7.60 (dd, 1H, J = 8.0, 7.1 Hz), 7.47 (d, 2H, J = 7.8 Hz), 7.42 (dd, 1H, J = 7.3, 6.4 Hz), 7.10 (d, 2H, J = 7.8 Hz), 6.23 (s, 1H), 4.33 (s, 3H), 4.32-4.26 (m, 1H), 4.21-4.11 (m, 2H), 4.10 (s, 3H), 3.86-3.81 (m, 1H), 3.69-3.65 (m, 1H), 2.28 (s, 3H), 2.03-1.65 (m, 4H); MS (FAB+) m/z: 488 (M+).
２−［｛５−（１−メチルナフト［１，２−ｄ］チアゾール−２（１Ｈ）−イリデン）−４−オキソ−３−テトラヒドロフルフリル−２−チアゾリジニリデン｝メチル］−１−（２−プロペニル）ピリジニリウム  ｐ−トルエンスルホネート（2-[[5-(1-Methylnaphtho[1,2-d]thiazol-2(1H)-ylidene)-4-oxo-3-tetrahydrofurfuryl-2-thiazolidinylidene]methyl]-1-(2-propenyl)pyridinium p-Toluenesulfonate） （Ａ３Ｂ３Ｃ２）
1H NMR (400 MHz, DMSO-d6)δ8.67 (d, 1H, J = 6.4 Hz), 8.45 (d, 1H, J = 8.5 Hz), 8.38-8.29 (m, 1H), 8.15-8.03 (m, 2H), 7.99-7.83 (m, 2H), 7.73-7.58 (m, 2H), 7.53-7.45 (m, 1H), 7.47 (d, 2H, J = 7.8 Hz), 7.10 (d, 2H, J = 7.8 Hz), 6.23-6.05 (m, 1H), 6.15 (s, 1H), 5.41 (d, 1H, J = 10.5 Hz), 5.25-5.10 (m, 3H), 4.33 (s, 3H), 4.28-4.02 (m, 3H), 3.83 (dt, 1H, J = 7.8, 6.3 Hz), 3.65 (dt, 1H, J = 7.8, 6.3 Hz), 2.28 (s, 3H), 2.10-1.62 (m, 4H); MS (FAB+) m/z: 514 (M+).
３−メチル−２−［｛５−（１−メチルナフト［１，２−ｄ］チアゾール−２（１Ｈ）−イリデン）−４−オキソ−３−テトラヒドロフルフリル−２−チアゾリジニリデン｝メチル］ベンゾチアゾリウム  ｐ−トルエンスルホネート（3-Methyl-2-[[5-(1-methylnaphtho[1,2-d]thiazol-2(1H)-ylidene)-4-oxo-3-tetrahydrofurfuryl-2-thiazolidinylidene]methyl]benzothiazolium p-Toluenesulfonate） （１ｃｃｄ）
1H NMR (400 MHz, DMSO-d6)δ8.53 (d, 1H, J = 8.8 Hz), 8.20-8.14 (m, 1H), 8.06-7.88 (m, 4H), 7.75-7.70 (m, 2H), 7.58-7.45 (m, 2H), 7.47 (d, 2H, J = 7.1 Hz), 7.09 (d, 2H, J = 7.1 Hz), 6.83 (s, 1H), 4.53 (s, 3H), 4.39-4.24 (m, 3H), 4.07 (s, 3H), 3.87-3.80 (m, 1H), 3.69-3.64 (m, 1H), 2.28 (s, 3H), 2.17-1.75 (m, 4H); MS (FAB+) m/z: 544 (M+).
２−［｛３−エチル−５−（１−メチルナフト［１，２−ｄ］チアゾール−２（１Ｈ）−イリデン）−４−オキソ−２−チアゾリジニリデン｝メチル］−１−メチルピリジニウム  ｐ−トルエンスルホネート（2-[[3-Ethyl-5-(1-methylnaphtho[1,2-d]thiazol-2(1H)-ylidene)-4-oxo-2-thiazolidinylidene]methyl]-1-methylpyridinium p-Toluenesulfonate） （Ａ３Ｂ１Ｃ１）
1H NMR (400 MHz, DMSO-d6)δ8.68 (d, 1H, J = 6.3 Hz), 8.43 (d, 1H, J = 8.7 Hz), 8.26 (dd, 1H, J = 8.5, 7.3 Hz), 8.07 (d, 1H, J = 8.0 Hz), 8.03 (d, 1H, J = 8.5 Hz), 7.93 (d, 1H, J = 8.5 Hz), 7.85 (d, 1H, J = 8.5 Hz), 7.68 (dd, 1H, J = 8.7, 7.1 Hz), 7.60 (dd, 1H, J = 8.0, 7.1 Hz), 7.47 (d, 2H, J = 7.8 Hz), 7.43 (dd, 1H, J = 7.3, 6.3 Hz), 7.10 (d, 2H, J = 7.8 Hz), 5.97 (s, 1H), 4.30 (s, 3H), 4.15 (s, 3H), 4.11 (q, 2H, J = 7.0 Hz), 2.28 (s, 3H), 1.27 (t, 3H, J = 7.0 Hz); MS (FAB+) m/z: 432 (M+).
２−［｛３−エチル−５−（１−メチルナフト［１，２−ｄ］チアゾール−２（１Ｈ）−イリデン）−４−オキソ−２−チアゾリジニリデン｝メチル］−１−（２−プロペニル）ピリジニウム  ｐ−トルエンスルホネート（2-[[3-Ethyl-5-(1-methylnaphtho[1,2-d]thiazol-2(1H)-ylidene)-4-oxo-2-thiazolidinylidene]methyl]-1-(2-propenyl)lpyridinium p-Toluenesulfonate） （Ａ３Ｂ１Ｃ２）
1H NMR (400 MHz, DMSO-d6)δ8.67 (d, 1H, J = 7.5 Hz), 8.45 (d, 1H, J = 8.7 Hz), 8.32 (dd, 1H, J = 8.7, 6.8 Hz), 8.14-8.03 (m, 2H), 7.93 (d, 1H, J = 8.5 Hz), 7.88 (d, 1H, J = 8.5 Hz), 7.67 (dd, 1H, J = 8.7, 7.1 Hz), 7.61 (dd, 1H, J = 8.0, 7.1 Hz), 7.49-7.41 (m, 1H), 7.47 (d, 2H, J = 7.6 Hz), 7.10 (d, 2H, J = 7.6 Hz), 6.20-6.05 (m, 1H), 5.93 (s, 1H), 5.41 (d, 1H, J = 10.7 Hz), 5.28-5.23 (br, 2H), 5.18 (d, 1H, J = 17.1 Hz), 4.33 (s, 3H), 4.06 (q, 2H, J = 7.1 Hz), 2.28 (s, 3H), 1.22 (t, 3H, J = 7.1 Hz); MS (FAB+) m/z: 458 (M+).
２−［｛３−エチル−５−（１−メチルナフト［１，２−ｄ］チアゾール−２（１Ｈ）−イリデン）−４−オキソ−２−チアゾリジニリデン｝メチル］−３−メチルベンゾチアゾリウム  ｐ−トルエンスルホネート（2-[[3-Ethyl-5-(1-methylnaphtho[1,2-d]thiazol-2(1H)-ylidene)-4-oxo-2-thiazolidinylidene]methyl]-3-methylbenzothiazolium p-Toluenesulfonate） （Ａ３Ｂ１Ｃ３）
1H NMR (400 MHz, DMSO-d6)δ8.49 (d, 1H, J = 8.5 Hz), 8.04 (d, 1H, J = 8.0 Hz), 7.97 (d, 1H, J = 8.7 Hz), 7.92-7.84 (m, 2H), 7.80 (d, 1H, J = 8.5 Hz), 7.67 (dd, 1H, J = 8.5, 7.1 Hz), 7.61 (dd, 1H, J = 8.0, 7.1 Hz), 7.52-7.40 (m, 2H), 7.47 (d, 2H, J = 7.3 Hz), 7.10 (d, 2H, J = 7.3 Hz), 6.53 (s, 1H), 4.50 (s, 3H), 4.24 (q, 2H, J = 6.8 Hz), 3.99 (s, 3H), 2.28 (s, 3H), 1.30 (t, 3H, J = 6.8 Hz); MS (FAB+) m/z: 488 (M+).
１−メチル−２−［｛５−（１−メチルナフト［１，２−ｄ］チアゾール−２（１Ｈ）−イリデン）−４−オキソ−３−（２−プロペニル）−２−チアゾリジニリデン｝メチル］ピリジリウム  ｐ−トルエンスルホネート（1-Methyl-2-[[5-(1-methylnaphtho[1,2-d]thiazol-2(1H)-ylidene)-4-oxo-3-(2-propenyl)-2-thiazolidinylidene]methyl]pyridinium p-Toluenesulfonate ）（Ａ３Ｂ２Ｃ１） 1H NMR (400 MHz, DMSO-d6)δ8.66 (d, 1H, J = 6.5 Hz), 8.44 (d, 1H, J = 8.5 Hz), 8.26 (dd, 1H, J = 8.5, 7.1 Hz), 8.07 (d, 1H, J = 8.0 Hz), 8.00 (d, 1H, J = 8.3 Hz), 7.94 (d, 1H, J = 8.5 Hz), 7.88 (d, 1H, J = 8.5 Hz), 7.67 (dd, 1H, J = 8.0, 6.4 Hz), 7.60 (dd, 1H, J = 8.3, 6.4 Hz), 7.47 (d, 2H, J = 7.8 Hz), 7.42 (dd, 1H, J = 7.1, 6.5 Hz), 7.10 (d, 2H, J = 7.8 Hz), 5.97-5.82 (m, 1H), 5.90 (s, 1H), 5.34 (d, 1H, J = 15.8 Hz), 5.30 (d, 1H, J = 9.0 Hz), 4.71 (d, 2H, J = 5.1 Hz), 4.34 (s, 3H), 4.06 (s, 3H), 2.28 (s, 3H); MS (FAB+) m/z: 444 (M+).
２−［｛５−（１−メチルナフト［１，２−ｄ］チアゾール−２（１Ｈ）−イリデン）−４−オキソ−３−（２−プロペニル）−２−チアゾリジニリデン｝メチル］−１−（２−プロペニル）ピリジニウム  ｐ−トルエンスルホネート（2-[[5-(1-Methylnaphtho[1,2-d]thiazol-2(1H)-ylidene)-4-oxo-3-(2-propenyl)-2-thiazolidinylidene]methyl]-1-(2-propenyl)pyridinium p-Toluenesulfonate） （Ａ３Ｂ２Ｃ２）
1H NMR (400 MHz, DMSO-d6)δ8.65 (d, 1H, J = 5.6 Hz), 8.44 (d, 1H, J = 8.5 Hz), 8.32-8.28 (m, 1H), 8.11-8.03 (m, 2H), 7.94 (d, 1H, J = 8.5 Hz), 7.87 (d, 1H, J = 8.5 Hz), 7.66 (dd, 1H, J = 8.5, 7.1 Hz), 7.64-7.58 (m, 1H), 7.50-7.43 (m, 1H), 7.45 (d, 2H, J = 8.3 Hz), 7.08 (d, 2H, J = 8.3 Hz), 6.14-6.01 (m, 1H), 5.92-5.83 (m, 1H), 5.86 (s, 1H), 5.36 (d, 1H, J = 10.8), 5.26 (d, 1H, J = 13.2), 5.24-5.08 (m, 4H), 4.93-4.90 (br, 2H), 4.67 (d, 2H, J = 4.6), 4.34 (s, 3H), 2.27 (s, 3H); MS (FAB+) m/z: 470 (M+).
３−メチル−２−［｛５−（１−メチルナフト［１，２−ｄ］チアゾール−２（１Ｈ）−イリデン）−４−オキソ−３−（２−プロペニル）−２−チアゾリジニリデン｝メチル］ベンゾチアゾリウム  ｐ−トルエンスルホネート（3-Methyl-2-[[5-(1-methylnaphtho[1,2-d]thiazol-2(1H)-ylidene)-4-oxo-3-(2-propenyl)-2-thiazolidinylidene]methyl]benzothiazolium p-Toluenesulfonate） （Ａ３Ｂ２Ｃ３）
1H NMR (400 MHz, DMSO-d6)δ8.58 (d, 1H, J = 8.1 Hz), 8.23 (d, 1H, J = 7.5 Hz), 8.10 (d, 1H, J = 7.8 Hz), 8.06 (d, 1H, J = 8.5 Hz), 8.00-7.92 (m, 2H), 7.76-7.69 (m, 2H), 7.64 (dd, 1H, J = 7.8, 7.0 Hz), 7.55 (dd, 1H, J = 8.1, 7.0 Hz), 7.47 (d, 2H, J = 7.6 Hz), 7.10 (d, 2H, J = 7.6 Hz), 6.62 (s, 1H), 6.01-5.90 (m, 1H), 5.37-5.31 (m, 2H), 4.93-4.90 (br, 2H), 4.57 (s, 3H), 4.03 (s, 3H), 2.28 (s, 3H); MS (FAB+) m/z: 500 (M+).
１−メチル−２−［｛５−（３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−テトラヒドロフルフリル−２−チアゾリジニリデン｝メチル］ピリジニウム  ｐ−トルエンスルホネート（1-Methyl-2-[[5-(3-methyl-2(3H)-benzothiazolylidene)-4-oxo-3-tetrahydrofurfuryl-2-thiazolidinylidene]methyl]pyridinium p-Toluenesulfonate） （Ａ１Ｂ３Ｃ１）
1H NMR (400 MHz, DMSO-d6)δ8.62 (d, 1H, J = 6.3 Hz), 8.24 (dd, 1H, J = 8.0, 7.3 Hz), 8.00 (d, 1H, J = 8.0 Hz), 7.83 (d, 1H, J = 7.3 Hz), 7.58 (d, 1H, J = 8.3 Hz), 7.49 (dd, 1H, J = 8.3, 7.8 Hz), 7.46 (d, 2H, J = 7.8 Hz), 7.37 (dd, 1H, J = 7.3, 6.3 Hz), 7.26 (dd, 1H, J = 7.8, 7.3 Hz), 7.08 (d, 2H, J = 7.8 Hz), 6.18 (s, 1H), 4.27-4.19 (m, 1H), 4.15-4.07 (m, 2H), 4.09 (s, 3H), 4.02 (s, 3H), 3.85-3.79 (m, 1H), 3.67-3.61 (m, 1H), 2.28 (s, 3H), 2.02-1.66 (m, 4H); MS (FAB+) m/z: 438 (M+).
２−［｛５−（３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−テトラヒドロフルフリル−２−チアゾリジニリデン｝メチル］−１−（２−プロペニル）ピリジニウム  ｐ−トルエンスルホネート（ 2-[[5-(3-Methyl-2(3H)-benzothiazolylidene)-4-oxo-3-tetrahydrofurfuryl-2-thiazolidinylidene]methyl]-1-(2-propenyl)pyridinium p-Toluenesulfonate） （Ａ１Ｂ３Ｃ２）
1H NMR (400 MHz, DMSO-d6)δ8.68(d, 1H, J = 6.6 Hz), 8.27 (dd, 1H, J = 8.7, 7.5 Hz), 8.07 (d, 1H, J = 8.7 Hz), 7.85 (d, 1H, J = 8.5 Hz), 7.61 (d, 1H, J = 8.5 Hz), 7.50-7.43 (m, 2H), 7.47 (d, 2H, J = 8.3 Hz), 7.31 (dd, 1H, J = 7.5, 6.6 Hz), 7.10 (d, 2H, J = 7.8 Hz), 6.14-6.06 (m, 1H), 6.12 (s, 1H), 5.42 (d, 1H, J = 10.3 Hz), 5.19-5.10 (m, 3H), 4.18-4.11 (m, 1H), 4.05 (d, 2H), 4.03 (s, 3H), 3.78 (q, 1H, J = 7.1 Hz), 3.65-3.59 (m, 1H), 2.28 (s, 3H), 2.07-1.58 (m, 4H); MS (FAB+) m/z: 464 (M+).
３−メチル−２−［｛５−（３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−テトラヒドロフルフリル−２−チアゾリジニリデン｝メチル］ベンゾチアゾリウム  ｐ−トルエンスルホネート（3-Methyl-2-[[5-(3-methyl-2(3H)-benzothiazolylidene)-4-oxo-3-tetrahydrofurfuryl-2-thiazolidinylidene]methyl]benzothiazolium p-Toluenesulfonate）（Ａ１Ｂ３Ｃ３）
1H NMR (400 MHz, DMSO-d6)δ8.22 (d, 1H, J = 7.8 Hz), 7.93 (d, 1H, J = 8.0 Hz), 7.90 (d, 1H, J = 8.3 Hz), 7.73 (d, 1H, J = 8.5 Hz), 7.68 (dd, 1H, J = 8.3, 7.3 Hz), 7.55-7.44 (m, 2H), 7.47 (d, 2H, J = 7.8 Hz), 7.33 (dd, 1H, J = 8.0, 7.3 Hz), 7.08 (d, 2H, J = 7.8 Hz), 6.83 (s, 1H), 4.31-4.20 (m, 3H), 4.19 (s, 3H), 3.99 (s, 3H), 3.80 (q, 1H, J = 7.1 Hz), 3.64 (q, 1H, J = 6.3 Hz), 2.28 (s, 3H), 2.07-1.65 (m, 4H); MS (FAB+) m/z: 494 (M+).
２−［｛３−エチル−５−（３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−２−チアゾリジニリデン｝メチル］−１−（２−プロペニル）ピリジニウム  ｐ−トルエンスルホネート（2-[[3-Ethyl-5-(3-methyl-2(3H)-benzothiazolylidene)-4-oxo-2-thiazolidinylidene]]methyl）-1-(2-propenyl)lpyridinium p-Toluenesulfonate） （Ａ１Ｂ１Ｃ２）
1H NMR (300 MHz, DMSO-d6)δ8.65 (d, 1H, J = 6.6 Hz), 8.29 (dd, 1H, J = 8.6, 7.3 Hz), 8.07 (d, 1H, J = 8.6 Hz), 7.87 (d, 1H, J = 8.0 Hz), 7.62 (d, 1H, J = 8.5 Hz), 7.52-7.40 (m, 4H) 7.31 (dd, 1H, J = 7.3, 6.6 Hz), 7.11 (d, 2H, J = 7.7 Hz), 6.12 (ddd, 1H, J = 17.3, 10.4, 4.6 Hz), 5.91 (s, 1H), 5.41 (d, 1H, J = 10.4 Hz), 5.26 (d, 2H, J = 4.6 Hz), 5.17 (d, 1H, J = 17.3 Hz), 4.08 (q, 2H, J = 6.6 Hz), 4.05 (s, 3H), 2.28 (s, 3H), 1.20 (t, 3H, J = 6.6 Hz); MS (FAB+) m/z: 408 (M+).
２−［｛５−（３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−（２−プロペニル）−２−チアゾリジニリデン｝メチル］−１−（２−プロペニル）ピリジニウム  ｐ−トルエンスルホネート（2-[[5-(3-Methyl-2(3H)-benzothiazolylidene)-4-oxo-3-(2-propenyl)-2-thiazolidinylidene]methyl]-1-(2-propenyl)pyridinium p-Toluenesulfonate）（Ａ１Ｂ２Ｃ２）
1H NMR (300 MHz, DMSO-d6)δ8.68 (d, 1H, J = 6.6 Hz), 8.31 (dd, 1H, J = 8.8, 6.9 Hz), 8.06 (d, 1H, J = 8.8 Hz), 7.87 (d, 1H, J = 8.0 Hz), 7.63 (d, 1H, J = 8.2 Hz), 7.50-7.42 (m, 4H) 7.30 (dd, 1H, J = 8.2, 6.9 Hz), 7.11 (d, 2H, J = 7.7 Hz), 6.14-6.00 (m, 1H), 5.92-5.80 (m, 1H), 5.84 (s, 1H), 5.37 (d, 1H, J = 10.1 Hz), 5.25 (d, 1H, J = 11.0 Hz), 5.21-5.16 (m, 3H), 5.11 (d, 1H, J = 17.6 Hz), 4.67 (d, 2H, J = 4.4 Hz), 4.03 (s, 3H), 2.28 (s, 3H); MS (FAB+) m/z: 420 (M+).
３−メチル−２−［｛５−（３−メチル−２（３Ｈ）−ベンゾチアゾリリデン）−４−オキソ−３−（２−プロペニル）−２−チアゾリジニリデン｝メチル］ベンゾチアゾリウム  ｐ−トルエンスルホネート（3-Methyl-2-[[5-(3-methyl-2(3H)-benzothiazolylidene)-4-oxo-3-(2-propenyl)-2-thiazolidinylidene]methyl]benzothiazolium p-Toluenesulfonate）（Ａ１Ｂ２Ｃ３）
1H NMR (300 MHz, DMSO-d6)δ8.24 (d, 1H, J = 7.7 Hz), 7.98-7.91 (m, 2H), 7.77-7.67 (m, 2H), 7.56-7.45 (m, 2H), 7.46 (d, 2H, J = 7.7 Hz), 7.36 (dd, 1H, J = 8.0, 7.1 Hz), 7.10 (d, 2H, J = 7.7 Hz), 6.60 (s, 1H), 5.99-5.90 (m, 1H), 5.34-5.29 (m, 2H), 4.89-4.82 (br, 2H), 4.22 (s, 3H), 3.99 (s, 3H), 2.28 (s, 3H); MS (FAB+) m/z: 450 (M+).