Phosphorus oxychloride → 4-Chloro-6-methyl-2-(methylthio)pyrimidine

반응식

O[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1.P(Cl)(Cl)([Cl:13])=O>>[Cl:13][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 178503447HCID 178503447, 화합물

생성물 1

HCID 2411634-Chloro-6-methyl-2-(methylthio)pyrimidine수율 80%

실험 절차

4-Hydroxy-6-methyl-2-(methylthio)pyrimidine (9.20 g, 59 mmol) and phosphorous oxychloride (60 mL) were combined and refluxed for 3 hours. The reaction mixture was cooled to room temperature and poured onto crushed ice. The resultant aqueous mixture was extracted with ethyl acetate; and the organic layer washed with saturated aqueous sodium bicarbonate followed by a water wash, dried over magnesium sulfate, and dried in vacuo to give 4-chloro-6-methyl-2-(methylthio)pyrimidine (8.27 g, 80%), m.p. 37-38° C.

후처리

temperaturerefluxed for 3 hours
additionpoured
customonto crushed ice
extractionThe resultant aqueous mixture was extracted with ethyl acetate
washand the organic layer washed with saturated aqueous sodium bicarbonate
washwash
dry with materialdried over magnesium sulfate
customdried in vacuo

출처 및 근거

ORD 기록: ord-cd5551f7f35444d0abf193a41b49fc09
출처 데이터셋: uspto-grants-1999_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05952331

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