Patent GB-999796-A (GB)
Title: Light-sensitive material for photomechanical reproduction processes
IPC: C07D417/06
Filed: 1961-09-22
Abstract: A thiazolidone of the formula <FORM:0999796/C2/1> is prepared by refluxing 4-aminocinnamic acid methyl ester with phenyl mustard oil to give diphenyl - thiourea - 4 - acrylic acid methyl ester, which is cyclized by refluxing with chloracetyl chloride to give 2-phenylimino-3-[phenyl-(4-acrylic acid methyl ester)]-thiazolidone-(4), and further reacted with b -(2-furyl)-acrolein.  A thiazolidone of the formula <FORM:0999796/C2/2> is prepared by refluxing pyridine, allyl-phenyl-thiourea and chloracetyl chloride to give 2-allylimino - 3 - phenyl - thiazolidone - (4), which is refluxed with 4 - (b  - anisoyl - vinyl) - benzaldehyde in piperidine.  A thiazolidone of the formula <FORM:0999796/C2/3> is prepared by reacting anisylidene-propenyl-thiosemicarbazone with sodium alcoholate and ethyl chloracetate to give 2,4-diketo-3-allyltetrahydrothiazole - 2 - anisylideen hydrazone, which is refluxed with piperonal.  A thiazolidone of the formula <FORM:0999796/C2/4> is prepared by refluxing 2-allylimino-3-phenylthiazolidone-(4) with cinnamaldehyde and piperidine.  A thiazolidone of the formula <FORM:0999796/C2/5> is prepared by refluxing 2,4-diketo-3-allyl-tetrahydrothiazole-2-anisylidene hydrazone and cinnamaldehyde.  A thiazolidone of the formula <FORM:0999796/C2/6> is prepared by refluxing 2,4-diketo-3-allyl-tetrahydrothiazole - 2 - anisylidene hydrazone with 4 - (b  - anisoyl - vinyl) - benzaldehyde. A thiazolidone of the formula <FORM:0999796/C2/7> is prepared by refluxing 2,4-diketo-3-allyl-tetrahydrothiazole - 2 - anisylidene hydrazone with terephthaldialdehyde.  A thiazolidone of the formula <FORM:0999796/C2/8> is prepared by refluxing N-hydroxyethyl-N1-phenyl-thiourea with chloracetic ethyl ester to give 3 - (b  - hydroxyethyl) - 2 - phenylimino - thiazolidone-(4) which is reacted with 4-(b -anisoylvinyl)-benzaldehyde.  A thiazolidone of the formula <FORM:0999796/C2/9> is prepared by reacting 3-(b -hydroxyethyl)-2-phenylimino-thiazolidone-(4) with cinnamaldehyde.  A thiazolidone of the formula <FORM:0999796/C2/100> is prepared by reacting 3-(b -hydroxyethyl)-2 phenylimino-thiazolidone-(4) with 4-dimethylamino-cinnamaldehyde.  A thiazolidone of the formula <FORM:0999796/C2/111> is prepared by refluxing 2-allylimino-3-phenylthiazolidone-(4) with b -furyl-2-acrolein.  A thiazolidone of the formula <FORM:0999796/C2/122> is prepared by refluxing 3-(b -hydroxyethyl)-2-phenylimino-thiazolidone-(4) with 6-hydroxymethylbenzaldehyde.  A thiazolidone of the formula <FORM:0999796/C2/133> is prepared by refluxing 2,4-diketo-3-allyl-tetrahydrothiazole - 2 - anisylidene hydrazone with pyridine-4-aldehyde.  A thiazolidone of the formula <FORM:0999796/C2/144> is prepared by refluxing 3-(b -hydroxyethyl)-2-phenylimino - thiazolidone - (4) with 1 - naphthaldehyde.  A thiazolidone of the formula <FORM:0999796/C2/155> is prepared by refluxing 2,4-diketo-3-allyl-tetrahydrothiazole - 2 - anisylidene hydrazone with 4-methoxy-benzaldehyde.  A thiazolidone of the formula <FORM:0999796/C2/166> is prepared by refluxing 3-(b -hydroxyethyl)-2-phenylimino-thiazolidone-(4) with 4-nitrobenzaldehyde.  A thiazolidone of the formula <FORM:0999796/C2/177> is prepared by refluxing 2-allylimino-3-phenylthiazolidone - (4) with 4 - hydroxy - 3 - methoxy-benzaldehyde (vanillin).