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

HRID 2077531
ノート
印刷プレビュー

反応式

HRID 2077531 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f0056c5b92934443b6afb5119a462aaf
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07928140B2

反応ノート

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