Carbon Disulfide → 5-Chloro-2-mercaptobenzoxazole

HRID 549660노트

반응식

HRID 549660 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[OH:9].[OH-].[K+].[C:12](=S)=[S:13]>CCO>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]2[O:9][C:12](=[S:13])[NH:1][C:2]=2[CH:7]=1

참가 물질

5

반응물 3

HCID 6348Carbon DisulfideHCID 72652-Amino-4-chlorophenolHCID 14797Potassium Hydroxide

생성물 1

HCID 7088705-Chloro-2-mercaptobenzoxazole수율 89%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-Amino-4-chlorophenol (5.0 g, 35 mmol) and potassium hydroxide (2.34 g, 41.8 mmol) were dissolved in carbon disulfide (50 mL) and EtOH (75 mL), and the reaction mixture was heated to reflux. After 7 h, the reaction mixture was concentrated under reduced pressure. The material was taken up in EtOAc (100 mL) and 1M HCl (50 mL). The aqueous layer was separated, and the organic layer was washed with water (50 mL) and brine (50 mL). The organics were dried over Na2SO4, filtered, and concentrated under reduced pressure, yielding 5.71 g (89%) of the desired product as a brown solid. LC-MS: RT=7.60 min., [M+H]+=186.1.

후처리

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThe aqueous layer was separated
  3. washthe organic layer was washed with water (50 mL) and brine (50 mL)
  4. dry with materialThe organics were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-40b5ccca7b9440798e0219a301e1c6cf
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943622B2

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