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

HRID 661044ノート

反応式

HRID 661044 の反応式
[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

参加物

4

反応物 2

HCID 24408BromineHCID 50841832-Amino-4-cyanothiazole

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-62276670cd1a432784189f999ae6416b
出典データセット
uspto-grants-2011_12
特許番号
US08084479B2

反応ノート

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