Methanol → 2-Sulfanyl-1,3-benzoxazole-6-carboxylic acid

HRID 1692029노트

반응식

HRID 1692029 반응식
[S:1]=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([C:11]([O:13]C)=[O:12])=[CH:10][C:4]=2[O:3]1.[OH-].[K+].O1CCCC1.CO>C(OCC)(=O)C.O>[S:1]=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([C:11]([OH:13])=[O:12])=[CH:10][C:4]=2[O:3]1

참가 물질

7

반응물 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 45789990Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate

생성물 1

HCID 207347702-Sulfanyl-1,3-benzoxazole-6-carboxylic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
45 °C

실험 절차

Methyl 2-thioxo-2,3-dihydrobenzo[d]oxazole-6-carboxylate (Example 92A, 470 mg, 2.25 mmol) and potassium hydroxide (1.26 g, 22.5 mmol) were combined in a 11.6 mL mixture of tetrahydrofuran, methanol, and water (10:1:1) and stirred at 45° C. for three hours. The reaction mixture was diluted with ethyl acetate, washed with a 1 N aqueous solution of hydrochloric acid, dried over sodium sulfate, and concentrated under reduced pressure to afford the title compound. MS (ESI−) m/z 193.8 (M−H)−.

후처리

  1. washwashed with a 1 N aqueous solution of hydrochloric acid
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8d9d3b0756ed49c59935c330692855ad
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153813B2

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