Triethylamine → N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide

HRID 1352652노트

반응식

HRID 1352652 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([C:12]#[N:13])[CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[Cl:14][C:15]1[C:20]([Cl:21])=[CH:19][C:18]([NH2:22])=[C:17]([NH2:23])[CH:16]=1.C(N(CC)CC)C>ClCCl>[NH2:23][C:17]1[CH:16]=[C:15]([Cl:14])[C:20]([Cl:21])=[CH:19][C:18]=1[NH:22][C:5](=[O:6])[C:4]1[CH:8]=[CH:9][C:10]([C:12]#[N:13])=[CH:11][C:3]=1[O:2][CH3:1]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 792974,5-Dichloro-1,2-phenylenediamineHCID 226750494-Cyano-2-methoxybenzoyl chloride

생성물 1

HCID 21101177N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide수율 86.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 2-methoxy-4-cyanobenzoyl chloride (2 g, 10 mmol) in dichloromethane (20 ml) was added dropwise in 1 h to a solution of 4,5-dichlorophenylendiamine (3.54 g, 20 mmol) and triethylamine (10.1 g=13.9 ml, 100 mmol) in dichloromethane (20 ml). Stirring was continued for additional two hours. The solvent was removed under vacuum and the residue was triturated with water (50 ml), filtered and dried at 50° C. under vacuum. The solid was suspended in diethyl ether (150 ml), stirred for 1 h, filtered and dried under vacuum to give 2.9 g of N-(2-amino-4,5-dichlorophenyl)-2-methoxy-4-cyanobenzamide (yield 43%), mp>250° C.

후처리

  1. customThe solvent was removed under vacuum
  2. customthe residue was triturated with water (50 ml)
  3. filtrationfiltered
  4. customdried at 50° C. under vacuum
  5. stirringstirred for 1 h
  6. filtrationfiltered
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-ded22f44dbe0478798e9caf097d87fec
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220769B2

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