Bromine → 2-Amino-5-bromo-1,3-thiazole-4-carbonitrile

HRID 661044노트

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HRID 661044 반응식
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]#[N:8])[N:6]=1.[Br:9]Br>CC(O)=O>[NH2:1][C:2]1[S:3][C:4]([Br:9])=[C:5]([C:7]#[N:8])[N:6]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 50841832-Amino-4-cyanothiazole

생성물 1

HCID 576340092-Amino-5-bromo-1,3-thiazole-4-carbonitrile수율 53%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

2-Aminothiazole-4-carbonitrile (1.40 g, 11.18 mmol) was dissolved in 20 mL AcOH in a 150 mL round bottom flask. Br2 (1.78 g, 11.18 mmol) was added to the reaction in a dropwise manner. After stirring at room temperature for 10 minutes, AcOH was removed under vacuum. Saturated sodium bicarbonate was added to the reaction mixture, and the mixture was extracted with EtOAc (2×100 mL). The combined organic layers were washed with brine and dried over sodium sulfate. 2-amino-5-bromothiazole-4-carbonitrile (1.20 g, yield: 53%) was obtained. LCMS (API-ES) m/z (%): 205.9 (100%, M++2H).

후처리

  1. customAcOH was removed under vacuum
  2. additionSaturated sodium bicarbonate was added to the reaction mixture
  3. extractionthe mixture was extracted with EtOAc (2×100 mL)
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over sodium sulfate

출처 및 근거

ORD 기록
ord-62276670cd1a432784189f999ae6416b
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084479B2

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