Dimethyl Sulfate → 2-(Methylthio)benzo[d]oxazol-6-ol

HRID 1374669노트

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HRID 1374669 반응식
[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([SH:9])[O:8][C:4]=2[CH:3]=1.[C:12](=O)(O)[O-].[Na+].S(OC)(OC)(=O)=O>O>[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([S:9][CH3:12])[O:8][C:4]=2[CH:3]=1

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 516892Sodium BicarbonateHCID 178515778HCID 178515778, 화합물

생성물 1

HCID 210778082-(Methylthio)benzo[d]oxazol-6-ol수율 25.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 6-hydroxy-2-mercaptobenzoxazole (165 mg), sodium bicarbonate (84 mg) and dimethyl sulfate (94 μl) was dissolved in water (2 ml) with stirring and under an argon atmosphere. The reaction mixture was stirred at RT overnight and HPLC showed that all starting material was gone. The reaction mixture was evaporated to dryness to give a dark brown solid (one can also extract the reaction mixture with chloroform to give the crude product). Chromatography on silica gel using 10% ethyl acetate/hexane gave the pure product as a near-white crystalline solid (45 mg, 25%).

후처리

  1. stirringThe reaction mixture was stirred at RT overnight
  2. customThe reaction mixture was evaporated to dryness
  3. customto give a dark brown solid (one
  4. extractioncan also extract the reaction mixture with chloroform
  5. customto give the crude product)

출처 및 근거

ORD 기록
ord-9b3b43bdb03b4a10a78c9c0792ca6c75
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07166604B2

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