2-Fluorobenzoyl chloride → 2-(2-Fluorobenzamido)thiophene-3-carboxamide

HRID 1354292

반응식

HRID 1354292 반응식
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].[F:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13](Cl)=[O:14]>N1C=CC=CC=1>[F:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([NH:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8])=[O:14]

참가 물질

4

반응물 2

HCID 98082-Fluorobenzoyl chlorideHCID 6994952-Aminothiophene-3-carboxamide

생성물 1

HCID 71641022-(2-Fluorobenzamido)thiophene-3-carboxamide수율 77%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

2-Amino-thiophene-3-carboxylic acid amide (8.73 g, 61.4 mmole) was dissolved in pyridine (100 ml) cooled to 0° C. and 2-fluorobenzoyl chloride was added dropwise over 20 min, then reaction was allowed to warm to room temperature with stirring overnight. The pyridine was removed under vacuum, added dichloromethane and water. Product precipitated as a grey solid and was washed with dilute hydrochloric acid, water and air dried. The dichloromethane layer was separated, washed with dilute hydrochloric acid, and water, dried over sodium sulfate (anh.) and solvent removed to give a total of 12.45 g product (77% yield).

후처리

  1. customreaction
  2. temperatureto warm to room temperature
  3. customThe pyridine was removed under vacuum
  4. additionadded dichloromethane and water
  5. customProduct precipitated as a grey solid
  6. washwas washed with dilute hydrochloric acid, water and air
  7. customdried
  8. customThe dichloromethane layer was separated
  9. washwashed with dilute hydrochloric acid, and water
  10. dry with materialdried over sodium sulfate (anh.) and solvent
  11. customremoved

출처 및 근거

ORD 기록
ord-018cf2bbc8634588bd8f6562918669b5
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07223766B2

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