FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing substituted chlorides of 2-[(1Z)-1-(3,5-diaryl-1,3,4-thiadiazol-2(3H)-ylidene)methyl]-3,5-diaryl-1,3,4-thiadiazol-3-iya of the general formula (I), where R=Ph; R1=Ph (Ia - chloride 2-[(1Z)-1-(3,5-diphenyl-1,3,4-thiadiazol-2(3H)-yliden)methyl]-3,5-diphenyl-1,3,4-thiadiazol-3-iya); R=3,5-di FC6H4; R1=4-FC6H4 (Ib - chloride 2-[(1Z)-1-(3-(3,5-difluorophenyl)-5-(4-fluorophenyl)-1,3,4-thiadiazol-2(3H)-yliden)methyl]-3-(3,5-difluorophenyl)-5-(4-fluorophenyl)-1,3,4-thiadiazol-3-iya); R=4-FC6H4; R1=Ph (Ic - chloride 2-[(1Z)-1-(3-(4-fluorophenyl)-5-phenyl-1,3,4-thiadiazol-2(3H)-yliden)methyl]-3-(4-fluorophenyl)-5-phenyl-1,3,4-thiadiazolyl-3-iya); R=3,5-di FC6H4; R1=Ph (H chloride 2-[(1Z)-1-(3-(3,5-difluorophenyl)-5-phenyl-1,3,4-thiadiazol-2(3H)-yliden)methyl]-3-(3,5-difluorophenyl)-5-phenyl-1,3,4-thiadiazol-3-iya); R=3,5-di ClC6H4; R1=Ph (Id - chloride [(1Z)-1-(3-(4-nitrophenyl)-5-phenyl-1,3,4-thiadiazol-2(3H)-ylidene)methyl]-3-(4-nitrophenyl)-5-phenyl-1,3,4-thiadiazolyl-3-iya); R = 4-NO2C6H4; R1= Ph (Ie - 2-[(1Z)-1-(3-(4-nitrophenyl)-5-phenyl-1,3,4-thiadiazol-2(3H)-ylidene)methyl]-3-(4-nitrophenyl)-5-phenyl-1,3,4-thiadiazol-3-iya); R = Bn; R1= Ph (If - chloride 2-[(1Z)-1-(3-benzyl-5-phenyl-1,3,4-thiadiazol-2(3H)-ylidene)methyl]-3-benzyl-5-phenyl-1,3,4-thiadiazol-3-iya) by reaction of substituted N'-arylthiobenzhydrazide with malonyl dichloride, the process is carried out in a polar organic solvent (acetonitrile) medium at the boiling point of the reaction mass and the molar ratio of the components 2: 1, followed by isolation of the desired product.
EFFECT: new method for the synthesis of compounds of general formula I is developed, which can be easily scaled, takes little time, does not require expensive equipment, is based on the use of affordable cheap raw materials.
2 cl, 3 tbl, 1 ex
| Title | Year | Author | Number |
|---|---|---|---|
| SUBSTITUTED 2-[(1Z)-1-(3,5-DIARYL-1,3,4-THIADIAZOL-2(3H)-YLIDEN)METHYL]-3,5-DIARYL-1,3,4-THIADIAZOL-3-IUM CHLORIDES AND METHOD OF OBTAINING THEREOF | 2014 |
|
RU2571102C1 |
| 2-[(1Z)-1-(3,5-DIPHENYL-1,3,4-THIADIAZOL-2(3H)-YLIDENE)METHYL]-3,5-DIPHENYL-1,3,4-THIADIAZOL-3-IUM CHLORIDE AND SYNTHESIS METHOD THEREOF | 2009 |
|
RU2402550C1 |
| METHOD FOR QUANTITATIVE DETERMINATION OF 2-[(Z)-1-(3,5-DIPHENYL-1,3,4-THIADIAZOLE-2(3H)-YLIDENE)METHYL]-3,5-DIPHENYL-1,3,4-THIADIAZOLE-3-IUM IN BIOLOGICAL OBJECTS | 2019 |
|
RU2702330C1 |
| 6-(3,5-DIPHENYL-1,3,4-THIADIAZOL-2(3H)-YLIDEN)-2,4-DIPHENYL-4H-1,3,4-THIADIAZIN-5-ONE AND METHOD OF ITS PRODUCTION | 2016 |
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| SUBSTITUTED 3-ARYL-5-PHENYL-3H-1,2,3,4-DITHIADIAZOLE-2-OXIDES AND THE METHOD OF THEIR PRODUCTION | 2016 |
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| DERIVATIVES OF 1,3,4-THIADIAZOLE-2-CARBOXYLIC ACIDS | 1992 |
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