Bromine → 3-Bromoisothiazolo(4,5-b)pyrazine

HRID 502571ノート

反応式

HRID 502571 の反応式
[SH:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][N:7]=1.[Br:10]Br>C(OCC)(=O)C>[Br:10][C:8]1[C:3]2[C:2](=[N:7][CH:6]=[CH:5][N:4]=2)[S:1][N:9]=1

参加物

4

反応物 2

HCID 24408Bromine2 回HCID 178510580HCID 178510580、化合物

生成物 1

HCID 569657223-Bromoisothiazolo(4,5-b)pyrazine

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Crude 3-mercaptopyrazine-2-carbonitrile (1.1 g, 8.0 mmol) was dissolved in ethyl acetate (30 mL) and treated with bromine (0.46 mL, 8.8 mmol). The reaction mixture was heated to reflux. As soon as the bromine was added, the mixture became homogeneous but after several minutes a precipitate began to form. After 90 min the reaction mixture was cooled to room temperature and then partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to yield 3-bromoisothiazolo[5,4-b]pyrazine as a pale orange solid. MW=215 confirmed by LC-MS, tr=10.34 min (Method Y) MH+=214-216.

後処理

  1. temperatureThe reaction mixture was heated to reflux
  2. waitthe mixture became homogeneous but after several minutes
  3. customto form
  4. custompartitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0c8ed4da1f824a5ba0cc314568edde61
出典データセット
uspto-grants-2010_08
特許番号
US07776847B2

反応ノート

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