3,4-Dichlorobenzamide → HCID 23320963、化合物

HRID 280655ノート

反応式

HRID 280655 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1Cl)[C:5]([NH2:7])=[O:6].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([S-:19])=[CH:15][CH:14]=1.[K+]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[S:19][C:16]1[CH:17]=[CH:18][C:13]([Cl:12])=[CH:14][CH:15]=1)[C:5]([NH2:7])=[O:6]

参加物

4

反応物 2

HCID 1376713,4-DichlorobenzamideHCID 23693160HCID 23693160、化合物

生成物 1

HCID 23320963HCID 23320963、化合物収率 68.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a solution of 3,4-dichlorobenzamide (95.0 g, 0.500 mole) in dry dimethylformamide (1 liter) was added in one portion potassium 4-chlorothiophenolate (118.8 g, 0.650 mole). The mixture was stirred under nitrogen at 100° C. for 8 hours and at ambient temperature for 16 hours. Solvent (750 ml) was removed by vacuum distillation at 45° C. and the residue was poured into ice water (3 liters) containing concentrated hydrochloric acid (25 ml). The precipitate was filtered, partially dried, and crystallized from hot ethanol (1.2 liters). The crystals were filtered, washed with ethanol, and dried at 45° C. for 18 hours under vacuum to provide 102.0 g (68%) of 3-chloro-4-(4-chlorophenylthio)benzamide, m.p. 176°-177° C.

後処理

  1. customSolvent (750 ml) was removed by vacuum distillation at 45° C.
  2. additionthe residue was poured into ice water (3 liters)
  3. additioncontaining concentrated hydrochloric acid (25 ml)
  4. filtrationThe precipitate was filtered
  5. custompartially dried
  6. customcrystallized from hot ethanol (1.2 liters)
  7. filtrationThe crystals were filtered
  8. washwashed with ethanol
  9. customdried at 45° C. for 18 hours under vacuum

出典と根拠

ORDレコード
ord-bfde7d7c6bd341ffbac57720867f1428
出典データセット
uspto-grants-1986_05
特許番号
US04590201

反応ノート

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