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HRID 570865作成日:2026年10月26日

Hydrochloric Acid → Methyl 4-(4-cyanophenyl)-6-methyl-2-thioxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

https://huagongshe.com/reaction/570865

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Methyl acetoacetateHCID 7757—
反応物TetrahydrofuranHCID 8028—
反応物3-(Trifluoromethyl)phenylthioureaHCID 735844—
反応物TrimethylsilylphosphateHCID 18172808—
生成物Methyl 4-(4-cyanophenyl)-6-methyl-2-thioxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydro-5-pyrimidinecarboxylateHCID 57762471—

反応条件

温度70 °C

反応手順

To a solution of 3-trifluoromethylphenylthiourea (2.2 g, 10 mmol) 4-cyanobenzaldehyde (1.4 g, 11 mmol) and methyl acetoacetate (1.2 mL, 11 mmol) in THF (40 mL) was added trimethylsilylphosphate (1.8 g) and the mixture heated at 70° C. After 17 hours, the reaction mixture was allowed to cool, then poured onto 0.5 M HCl (200 mL) and extracted into EtOAc. The organic phase was washed with water, then brine, dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by silica gel chromatography eluting with a gradient of 20-30% EtOAc in cyclohexane Appropriate fractions were combined and concentrated in vacuo to yield the title compound as a white foam (3.7 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09023855B2
出典データセットuspto-grants-2015_05
ORD IDord-3578777d515d4a10b4fdb51e498dd236
出典メモuspto-grants-2015_05