Hydrochloric Acid → 4-[({[1-(4-Chlorophenyl)cyclopropyl]methyl}amino)carbonyl]-2-fluorobenzenesulfonyl chloride

HRID 401825

反応式

HRID 401825 の反応式
N[C:2]1[CH:21]=[CH:20][C:5]([C:6]([NH:8][CH2:9][C:10]2([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=3)[CH2:12][CH2:11]2)=[O:7])=[CH:4][C:3]=1[F:22].N([O-])=O.[Na+].[S:27](=[O:29])=[O:28].[ClH:30]>O.CC(O)=O.O.O.[Cu](Cl)Cl>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([C:10]2([CH2:9][NH:8][C:6]([C:5]3[CH:20]=[CH:21][C:2]([S:27]([Cl:30])(=[O:29])=[O:28])=[C:3]([F:22])[CH:4]=3)=[O:7])[CH2:12][CH2:11]2)=[CH:14][CH:15]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 1119Sulfur DioxideHCID 23668193Sodium NitriteHCID 577320174-Amino-N-{[1-(4-chlorophenyl)cyclopropyl]methyl}-3-fluorobenzamide

生成物 1

HCID 577322534-[({[1-(4-Chlorophenyl)cyclopropyl]methyl}amino)carbonyl]-2-fluorobenzenesulfonyl chloride

試薬・触媒・溶媒 3

HCID 61482Cupric chloride dihydrate触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒3 回

実験手順

4-Amino-N-{[1-(4-chlorophenyl)cyclopropyl]methyl}-3-fluorobenzamide (Preparation 92, 338 mg, 1.06 mmol) in 6 M of HCl in water (2 mL) was cooled at −5° C. Sodium nitrite (80.5 mg, 1.17 mmol) in water (0.4 mL, 20 mmol) was added slowly. After 20 minutes, sulfur dioxide in AcOH (8:25, sulfur dioxide:AcOH, 3 mL) and copper(II)chloride dihydrate (0.18 g, 1.1 mmol) were added to the reaction mixture. Vigorous gas evolution occurred. After 2 hours, the reaction was poured onto ice and water. The resulting solid was collected by filtration, washed with water, and dried to afford a tan powder.

後処理

  1. waitAfter 2 hours
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with water
  4. customdried
  5. customto afford a tan powder

出典と根拠

ORDレコード
ord-677d7dafa3a442ba9b9b94835751e588
出典データセット
uspto-grants-2014_06
特許番号
US08741934B2

関連ノート

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