Sodium sulfide nonahydrate → 3-Bromo-4-mercaptobenzonitrile

HRID 1817194ノート

反応式

HRID 1817194 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1F)[C:5]#[N:6].O.O.O.O.O.O.O.O.O.[S-2:20].[Na+].[Na+]>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[SH:20])[C:5]#[N:6]

参加物

4

反応物 2

HCID 73972Sodium sulfide nonahydrateHCID 1235793-Bromo-4-fluorobenzonitrile

生成物 1

HCID 200371753-Bromo-4-mercaptobenzonitrile収率 88.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

3-Bromo-4-fluorobenzonitrile (100 g) was dissolved in dimethylformamide (DMF) (500 ml), and sodium sulfide nonahydrate (132 g) was added thereto at 0° C. and then stirred overnight at room temperature. The reaction mixture was poured to ice water (1 L) and the insoluble material was filtered off. The filtrate was added to a 1N aqueous hydrochloric acid solution (700 ml) under ice-cooling and the precipitate was collected by filtration. The crystals thus obtained were washed with hexane/diisopropyl ether and water and then dried to obtain 3-bromo-4-mercaptobenzonitrile (95.0 g) as a light-yellow solid.

後処理

  1. filtrationthe insoluble material was filtered off
  2. additionThe filtrate was added to a 1N aqueous hydrochloric acid solution (700 ml) under ice-
  3. temperaturecooling
  4. filtrationthe precipitate was collected by filtration
  5. customThe crystals thus obtained
  6. washwere washed with hexane/diisopropyl ether and water
  7. customdried

出典と根拠

ORDレコード
ord-792a219277d54c5cb6eabe7d466eac83
出典データセット
uspto-grants-2009_10
特許番号
US07598240B2

反応ノート

読み込み中…