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Diisopropylcarbodiimide → N-(2-Chloro-3-trifluoromethylbenzyl)-2-(2-chlorophenyl)propionamide

HRID 902723
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HRID 902723 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([CH3:12])[C:9]([OH:11])=O.[Cl:13][C:14]1[C:21]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][NH2:17].C(N=C=NC(C)C)(C)C>ClC(Cl)C>[Cl:13][C:14]1[C:21]([C:22]([F:23])([F:24])[F:25])=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][NH:17][C:9](=[O:11])[CH:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1])[CH3:12]
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참가 물질

5

반응물 3

HCID 12734DiisopropylcarbodiimideHCID 52242072-Chloro-3-(trifluoromethyl)benzylamineHCID 126365742-(2-Chlorophenyl)propanoic acid

생성물 1

HCID 69254638N-(2-Chloro-3-trifluoromethylbenzyl)-2-(2-chlorophenyl)propionamide수율 37%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

A solution of 2-(2-chlorophenyl)propionic acid (350 mg, 1.9 mmole) and 2-chloro-3-trifluoromethylbenzylamine (398 mg, 1.9 mmole) in 5 mL of dichloroethane was treated with diisopropylcarbodiimide (0.3 mL, 1.9 mmole) and the reaction was stirred for 16 hours. The solvent was removed, and the residue taken up in Et2O. The Et2O was washed with H2O, 0.1N HCl, and aqueous Na2CO3, dried and the solvent removed. Recrystallization from a mixture of CH2Cl2 and hexane gave the titled compound, 265 mg (37% yield). MS (ESI) 376 (MH+).

후처리

  1. customThe solvent was removed
  2. washThe Et2O was washed with H2O, 0.1N HCl, and aqueous Na2CO3
  3. customdried
  4. customthe solvent removed
  5. customRecrystallization
  6. additionfrom a mixture of CH2Cl2 and hexane

출처 및 근거

ORD 기록
ord-f9132ed3f7b5427d963d1d8c9436b970
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07365085B2

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