Pyridine → HCID 18376557, 화합물

HRID 370075노트

반응식

HRID 370075 반응식
[Cl:1][C:2]1[C:6]([CH2:7][Cl:8])=[CH:5][S:4][C:3]=1[C:9](Cl)=[O:10].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:29])[C:21]2[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=2[NH2:28])=[CH:15][CH:14]=1.N1C=CC=CC=1>C(Cl)Cl>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([NH:19][C:20](=[O:29])[C:21]2[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=2[NH:28][C:9]([C:3]2[S:4][CH:5]=[C:6]([CH2:7][Cl:8])[C:2]=2[Cl:1])=[O:10])=[CH:17][CH:18]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 41860192-amino-5-chloro-N-(4-chlorophenyl)benzamideHCID 183766763-Chloro-4-chloromethyl-2-(chlorocarbonyl)thiophene

생성물 1

HCID 18376557HCID 18376557, 화합물수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-chloro-4-chloromethyl-2-(chlorocarbonyl)thiophene (3.1 g, 13.5 mmol) in methylene chloride (40 mL) at 0° C. was added N-(4-chlorophenyl)-2-amino-5-chlorobenzamide (3.8 g, 13.5 mmol), followed after 5 minutes by pyridine (1.6 mL, 16 mmol). The mixture was warmed to ambient temperature. After 17 hours, the mixture was concentrated of all volatiles in vacuo. The resulting solid was triturated with water and a small amount of acetonitrile and dried in vacuo to afford 5.1 g (80% yield) of N-(4-chlorophenyl)-2-[((4-(chloromethyl)-3-chlorothiophen-2-yl)carbonyl)amino]-5-chlorobenzamide as a tan powder: NMR (DMSO-d6) 11.1 (s, 1), 10.8 (s, 1), 8.3 (d, 1), 8.2 (s, 1), 7.9 (s, 1), 7.7 (d, 2), 7.6 (dd, 1), 7.4 (d, 2), 4.8 (s, 2) ppm.

후처리

  1. concentrationthe mixture was concentrated of all volatiles in vacuo
  2. customThe resulting solid was triturated with water
  3. dry with materiala small amount of acetonitrile and dried in vacuo

출처 및 근거

ORD 기록
ord-59e6d36c5cf741ff976e42886025cd67
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06140351

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