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5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester

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5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester Basic information
Product Name:5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester
Synonyms:5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester;Ethyl 4-(2-chlorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
CAS:301359-45-5
MF:C14H15ClN2O2S
MW:310.8
EINECS:
Product Categories:
Mol File:301359-45-5.mol
5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester Structure
5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester Chemical Properties
storage temp. Keep in dark place,Sealed in dry,Room Temperature
Safety Information
MSDS Information
5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester Usage And Synthesis
Synthesis
Ethyl acetoacetate

141-97-9

2-Chlorobenzaldehyde

89-98-5

Carbamimidothioic acid

17356-08-0

5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester

301359-45-5

General procedure: o-chlorobenzaldehyde (1 mmol), ethyl acetoacetate (1 mmol; 0.132 g) and thiourea (1.5 mmol; 0.114 g) were added in a round bottom flask, followed by the addition of nanomaterials of silica disulfate (NMSDSA) (10 mol%; 0.024 g) or nanomaterials of silica monosulfate sodium salt (NMSMSA) (10 mol%; 0.018 g) as catalysts. The reaction mixtures were stirred without magnetic stirring at 80 °C under solvent-free conditions. The reaction progress was monitored by TLC (unfolding agent: hexane/ethyl acetate, 5:2). Upon completion of the reaction, ethyl acetate (10 mL) was added to the mixture, stirred and refluxed for 5 min, followed by washing with water (10 mL). The aqueous and organic phases were separated by decantation (the reaction product was soluble in hot ethyl acetate, while the NMSDSA or NMSMSA catalyst was soluble in water). The solvent in the organic phase was evaporated and the crude product was purified by recrystallization from ethanol/water (10:1) to give ethyl 4-(2-chlorophenyl)-6-methyl-2-thio-1,2,3,4-tetrahydropyrimidine-5-carboxylate.

References[1] Synthetic Communications, 2013, vol. 43, # 11, p. 1477 - 1483
[2] Chinese Journal of Chemistry, 2011, vol. 29, # 9, p. 1863 - 1868
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 12, p. 2045 - 2048
[4] Synthetic Communications, 2009, vol. 39, # 5, p. 880 - 886
[5] Tetrahedron Letters, 2009, vol. 50, # 24, p. 2889 - 2892
5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester Preparation Products And Raw materials
Raw materialsEthyl acetoacetate-->2-Chlorobenzaldehyde-->Carbamimidothioic acid
Tag:5-PyriMidinecarboxylic acid,4-(2-chlorophenyl)-1,2,3,4-tetrahydro-6-Methyl-2-thioxo-, ethyl ester(301359-45-5) Related Product Information
ethyl 4-(4-chlorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ethyl 6-(2-chloro-6-fluorophenyl)-4-methyl-2-sulfanyl-1,6-dihydropyrimidine-5-carboxylate Ethyl 4-(4-fluorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate Ethyl 6-methyl-4-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ethyl 4-(3-bromophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate Methyl 2-(4-chlorophenyl)-6-methyl-4-thioxo-2H,3H,5H-3,5-diazinecarboxylate