Patent GB-405629-A (GB)
Title: Manufacture of salts of organic arsonic acids
IPC: C07F9/70
Filed: 1932-07-04
Abstract: Arsonic acid salts possessing therapeutic properties are prepared by interaction of an acridine compound containing a basic substituent with an arsonic acid which is not exclusively substituted by primary amino groups, or by treating a salt of the acridine compound in which salt formation has occurred at the basic substituent with a salt of an arsonic acid.  Products prepared by reacting 2-ethoxy-6 : 9-diaminoacridine with 4-oxy-3-acetylaminobenzene - 1 - arsonic acid, or by reaction of their salts, are excluded.  As parent materials may be used the compounds described in Specifications 283,510 and 304,280, [both in Class 2 (iii) Dyes &c.].  Examples are given of the preparation of salts from (1) 2-ethoxy-6 : 9-diaminoacridine and p-glycollyl-aminobenzene-arsonic acid; (2) 2 : 3-dimethoxy-6-nitro-9-(g  - diethylamino - b  - oxypropylamino)-acridine (see Swiss Specification 137,138) and p-glycollylaminobenzene-arsonic acid; (3) 2-ethoxy-6 : 9-diaminoacridine and 2-oxymethyl-benzimidazole-5-arsonic acid; (4) 2 : 3-dimethoxy - 6 - nitro - 9 - (g  - diethylamino - b  - oxypropylamino)-acridine and 2-oxymethylbenzimidazole-5-arsonic acid, 2-methyl-4-glycollyl-aminobenzene-1-arsonic acid, 3-methoxy-4-oxy-5 - aminobenzene - 1 - arsonic acid, 3 - acetyl-amino - 4 - oxybenzene - 1 - arsonic acid or 3 - acetylamino - 4 - oxy - 5 - chlorobenzene - 1 - arsonic acid; (5) 3 : 6 - diaminomethylacridine chloride and p-glycollylaminobenzene-arsonic acid; (6) 2 : 3 - dimethoxy - 6 - nitro - 9 - (g  - diethylamino - b  - oxypropylamino) - acridine dihydrochloride and the sodium salt of 2-argentomercaptobenzoxazole - 5 - arsonic acid, 2 - argentomercaptobenzoxazole - 7 - chloro - 5 - arsonic acid or 1 - methyl - 2 - argentomercaptobenzimidazole - 5 - arsonic acid; (7) 2 : 3 - dimethoxy - 6 - nitro - 9 - (g  - diethylamino - b  - oxypropylamino) - acridine and 2 - oxy - 4 - benzaldehydesemicarbazone - 1 - arsonic acid; (8) 3 : 6 - diamino - 10 - methylacridine chloride and 2 - oxypyridine - 5 - arsonic acid; (9) 2 : 3-dimethoxy - 6 - nitro - 9 - (g  - diethylamino - b  - oxypropylamino) - acridine and 4-acetylamino-2 : 3-dimethylpyrazolone (5) - 1 - (phenyl - p - arsonic acid); (10) 2 : 3 - dimethoxy - 6 - nitro - 9 - (g  - diethylamino - b  - oxypropylamino) - acridine dihydrochloride with the sodium salt of 2 - mercury - thiobenzimidazole - 5 - arsonic acid or the complex copper compound of the sodium salt of 3 : 4-dihydroxybenzene-1-arsonic acid; (11) 2 - ethoxy - 6 : 9 - diaminoacridine dihydrochloride and the complex copper compound of the sodium salt of 3 : 4-dihydroxybenzene-1-arsonic acid.  The reactants are employed in the examples in the molecular proportions of one of the base to one or two of the acid.  French Specification 491,286 is referred to. Arsonic acids.--2 - Argentomercaptobenzoxazole - 5 - arsonic acid is prepared by reacting 3 - amino - 4 - oxybenzene arsonic acid with potassium scanthate, desulphurizing the resulting mercaptobenzoxazole - 5 - sulpharsonic acid with lead carbonate and treating the product with a water-soluble silver salt (see German Specification 531,801). 2 - Mercaptobenzoxazole - 7 - chloro - 5 - arsonic acid (see British Specification 377,994) and 1 - methylmercaptobenzimidazole - 5 - arsonic acid (see German Specification 519,987) are converted into their silver salts.