Ethylamine hydrochloride → 3-chloro-4-fluoro-N-ethylbenzamide

반응식

Cl.[CH2:2]([NH2:4])[CH3:3].[Cl:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[F:15])[C:9]([OH:11])=O>>[Cl:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[F:15])[C:9]([NH:4][CH2:2][CH3:3])=[O:11]

참가 물질

반응물 2

HCID 11198Ethylamine hydrochloride

HCID 5209893-Chloro-4-fluorobenzoic acid

생성물 1

HCID 187119593-chloro-4-fluoro-N-ethylbenzamide수율 77%

실험 절차

Using ethylamine hydrochloride and 3-chloro-4-fluorobenzoic acid in the general procedure for coupling of amines to carboxylic acids (Scheme C), the title compound was obtained (77% yield) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.12 (t, J=7.20 Hz, 3 H) 3.28 (qd, J=7.16, 5.56 Hz, 2 H) 7.53 (t, J=8.84 Hz, 1 H) 7.87 (ddd, J=8.72, 4.80, 2.15 Hz, 1 H) 8.06 (dd, J=7.33, 2.27 Hz, 1H) 8.61 (t, J=4.67 Hz, 1 H). ESI-MS: m/z 202.0 (M+H)+. mp=101.7-101.8° C.

출처 및 근거

ORD 기록: ord-b472f44917214f33b6f34641802ce1cd
출처 데이터셋: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08541417B2

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