3,4-Dichlorobenzamide → HCID 23320963, 화합물

HRID 280655노트

반응식

HRID 280655 반응식
[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]

참가 물질

4

반응물 2

HCID 1376713,4-DichlorobenzamideHCID 23693160HCID 23693160, 화합물

생성물 1

HCID 23320963HCID 23320963, 화합물수율 68.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bfde7d7c6bd341ffbac57720867f1428
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04590201

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