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Water → N-(6-bromo-4-fluorobenzo[d]thiazol-2-yl)acetamide

HRID 2077531
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HRID 2077531 반응식
[C:1]([NH:4][C:5]([NH:7][C:8]1[C:13]([F:14])=[CH:12][C:11]([Br:15])=[CH:10][C:9]=1F)=[S:6])(=[O:3])[CH3:2].[H-].[Na+].O>CN(C=O)C>[Br:15][C:11]1[CH:12]=[C:13]([F:14])[C:8]2[N:7]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[S:6][C:9]=2[CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 24758Sodium hydrideHCID 575850341-Acetyl-3-(4-bromo-2,6-difluorophenyl)thiourea

생성물 1

HCID 57585047N-(6-bromo-4-fluorobenzo[d]thiazol-2-yl)acetamide수율 102.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1-acetyl-3-(4-bromo-2,6-difluorophenyl)thiourea (3.356 g, 10.86 mmol) was dissolved in DMF (100 ml) and the flask was cooled under nitrogen in an ice water bath. Then, sodium hydride (60% in mineral oil, 512.6 mg, 12.82 mmol) was added, and the reaction was warmed to room temperature and stirred for 1 hour. Then, the reaction flask was put in a preheated oil bath (130° C.) and stirred under nitrogen for an additional hour. The reaction was cooled to room temperature, poured into deionized water (300 ml), and filtered. The solid was washed with water and then dried by suction overnight to afford N-(6-bromo-4-fluorobenzo[d]thiazol-2-yl)acetamide (3.205 g, ˜100%). MS (ESI pos. ion) m/z: 289 (MH+, 79Br), 291 (MH+, 81Br). Calculated exact mass for C9H6BrFN2OS 288 (79Br), 290 (81Br).

후처리

  1. temperaturethe flask was cooled under nitrogen in an ice water bath
  2. customThen, the reaction flask was put in a preheated oil bath
  3. stirring(130° C.) and stirred under nitrogen for an additional hour
  4. temperatureThe reaction was cooled to room temperature
  5. filtrationfiltered
  6. washThe solid was washed with water
  7. customdried by suction overnight

출처 및 근거

ORD 기록
ord-f0056c5b92934443b6afb5119a462aaf
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07928140B2

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