FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing substituted 7,8-dicyanopyrimido[2,1-b][1,3]benzothiazoles of general formula (I)
where a R=CH3, R1=C6H5; b R=CH3, R1=4-CH3OC6H4; c R=CH3, R1=2-thienyl; d R=C6H5, R1=4-CH3OC6H4. The method is carried out by reacting 4-bromo-5-nitrophthalonitrile with esters of 2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acids in the presence of triethylamine, which is used as a deprotonating agent. The reaction takes place at temperature of 18…35°C and molar ratio of reactants (1):(2):(TEA)=1:1:2, for 12-30 hours in dimethylformamide solution. Further, the reaction mass is diluted with water, the water being in tenfold excess, at temperature T=0…25°C; the tarry residue released is decanted from the aqueous layer and recrystallised from alcohol; the precipitate of the end product is filtered and dried on air.
EFFECT: synthesis of compounds which are used as precursors for producing phthalocyanines.
1 tbl, 4 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD OF PRODUCING ETHERS OF SUBSTITUTED 5,6-DICYANOBENZOFURAN-2-CARBOXYLIC ACIDS | 2010 |
|
RU2446143C2 |
METHOD OF PRODUCING 3-SUBSTITUTED 1,2-BENZISOXAZOLE-5,6-DICARBONITRILES | 2010 |
|
RU2446164C2 |
METHOD OF PRODUCING SUBSTITUTED BENZOFURAN-5,6-DICARBONITRILES | 2009 |
|
RU2429235C2 |
METHOD OF PRODUCING SUBSTITUTED 4-[CYANO(PHENYL)METHYL]-5-NITROPHTHALONITRILES BASED ON 4-BROMO-5-NITROPHTHALONITRILE | 2009 |
|
RU2428413C1 |
METHOD OF PRODUCING SUBSTITUTED 4-HYDROXY-3-OXO-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-6,7-DICARBONITRILES BASED ON 4-BROMO-5-NITROPHTHALONITRILE | 2009 |
|
RU2425047C9 |
METHOD OF PRODUCING 3-SUBSTITUTED 2-AMINO-1-HYDROXY-5,6-DICYANOINDOLES BASED ON 4-BROMO-5-NITROPHTHALONITRILE | 2009 |
|
RU2425031C1 |
METHOD OF PRODUCING SUBSTITUTED 4-NITRO-5-(2-OXOETHYL)PHTHALONITRILES | 2010 |
|
RU2443681C2 |
PROCESS FOR PREPARING SUBSTITUTED TETRAHYDROPYRIMIDINES | 0 |
|
SU1061697A3 |
METHOD FOR PREPARING 6-ALKYLIDENEPENEM DERIVATIVES | 2003 |
|
RU2317297C2 |
DERIVATIVES OF 6-METHYL-4-PHENYL-5-(PHENYL OR CYCLOALKYL)-CARBAMOYL-1,2,3,4-TETRAHYDROPYRIMIDIN-2-ONE AS ANTITUBERCULOUS AGENTS | 2011 |
|
RU2590163C2 |
Authors
Dates
2014-02-27—Published
2012-12-13—Filed