Dimethylformamide → 4,5-Dibromothiophene-2-carbonitrile

HRID 1472768노트

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HRID 1472768 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([NH2:10])=O)[S:5][C:6]=1[Br:7].CN(C=O)C.N1C(Cl)=NC(Cl)=NC=1Cl>O>[Br:1][C:2]1[CH:3]=[C:4]([C:8]#[N:10])[S:5][C:6]=1[Br:7]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 7954Cyanuric chlorideHCID 157905634,5-Dibromothiophene-2-carboxamide

생성물 1

HCID 232622764,5-Dibromothiophene-2-carbonitrile수율 92.4%

시약·촉매·용매 1

HCID 962Water용매

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온도
0 °C

실험 절차

An oven-dried round-bottomed flask was charged with 4,5-dibromothiophene-2-carboxamide (4.28 g, 15.0 mmol) and 20 mL of DMF under an argon atmosphere. The solution was cooled on an ice-water bath, and cyanuric chloride (1.81 g, 9.8 mmol) was then added in one portion. After stirring at 0° C. for 1 h, the reaction mixture was warmed to room temperature, and stirred for a further 3 h. 100 mL of water was added. A white solid was formed, which was collected through suction filtration, washed with water, and dried together with phosphorous pentoxide under vacuum to afford 3.70 g (92%) of product.

후처리

  1. temperatureThe solution was cooled on an ice-water bath
  2. temperaturethe reaction mixture was warmed to room temperature
  3. stirringstirred for a further 3 h
  4. customA white solid was formed
  5. filtrationwhich was collected through suction filtration
  6. washwashed with water
  7. dry with materialdried together with phosphorous pentoxide under vacuum

출처 및 근거

ORD 기록
ord-f0b9f32756644b6796987a37866b72f5
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09012655B2

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