Phosphorus oxychloride → 4-Chloro-2-methyl-6-phenylpyrimidine

반응식

[CH3:1][C:2]1[NH:7][C:6](=O)[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1.O=P(Cl)(Cl)[Cl:17]>>[Cl:17][C:6]1[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=[C:2]([CH3:1])[N:7]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 1354430772-Methyl-6-phenyl-4-pyrimidinol

생성물 1

HCID 7961284-Chloro-2-methyl-6-phenylpyrimidine

실험 절차

A mixture of 2-methyl-6-phenylpyrimidin-4(3H)-one (15 g) and POCl3 (150 ml) was refluxed under nitrogen for 20 h. The excess POCl3 was distilled off and the residue was diluted with ethyl acetate (500 ml) and washed with 10% solution of sodium bicarbonate (100 ml), water, brine and dried. The solvent was removed under reduced pressure and the residue was purified by chromatography (silica, 60-120 mesh) eluting with pet ether/ethyl acetate (9/1) to afford 11 g (67%) of the titled as a pale yellow solid.

후처리

temperaturewas refluxed under nitrogen for 20 h
distillationThe excess POCl3 was distilled off
additionthe residue was diluted with ethyl acetate (500 ml)
washwashed with 10% solution of sodium bicarbonate (100 ml), water, brine
customdried
customThe solvent was removed under reduced pressure
customthe residue was purified by chromatography (silica, 60-120 mesh)
washeluting with pet ether/ethyl acetate (9/1)
customto afford 11 g (67%) of the

출처 및 근거

ORD 기록: ord-3eb7dbdd86134f718aec396d3c97aa72
출처 데이터셋: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08288398B2

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