Phosphorus oxychloride → methyl 2-chloro-1H-1,3-benzodiazole-7-carboxylate

HRID 1505793노트

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HRID 1505793 반응식
O=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]([O:13][CH3:14])=[O:12])[C:4]=2[NH:3]1.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]([O:13][CH3:14])=[O:12])[C:4]=2[N:3]=1

참가 물질

3

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HCID 24813Phosphorus oxychlorideHCID 22745204Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-4-carboxylate

생성물 1

HCID 68407476methyl 2-chloro-1H-1,3-benzodiazole-7-carboxylate

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온도
120 °C

실험 절차

A solution of methyl 2-oxo-2,3-dihydro-1H-benzimidazole-4-carboxylate (prepared as described in US2009/186879) (2.0 g) in phosphoryl chloride (18 mL) was stirred at 120° C. for 2.5 hours. Excessive phosphoryl chloride was removed under reduced pressure. To the residue was added saturated aqueous sodium bicarbonate under ice-cooling, and it was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate and concentrated. The residue was purified on column chromatography to obtain the titled compound (1.5 g) as white powder.

후처리

  1. customExcessive phosphoryl chloride was removed under reduced pressure
  2. additionTo the residue was added saturated aqueous sodium bicarbonate under ice-
  3. temperaturecooling
  4. extractionit was extracted with ethyl acetate
  5. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified on column chromatography

출처 및 근거

ORD 기록
ord-59bb7b8c8ada4687a64bb879afddaffd
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216968B2

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