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Water → N-(4-Chloro-benzyloxy)-2-(4-cyano-benzylamino)-benzamide

HRID 1663164
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HRID 1663164 반응식
O=C1[N:7]([CH2:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)[C:6]2[CH:17]=[CH:18][CH:19]=[CH:20][C:5]=2[C:4](=[O:21])O1.Cl.[Cl:23][C:24]1[CH:32]=[CH:31][C:27]([CH2:28][O:29][NH2:30])=[CH:26][CH:25]=1.C(N(C(C)C)C(C)C)C.O>CN(C=O)C>[Cl:23][C:24]1[CH:32]=[CH:31][C:27]([CH2:28][O:29][NH:30][C:4](=[O:21])[C:5]2[CH:20]=[CH:19][CH:18]=[CH:17][C:6]=2[NH:7][CH2:8][C:9]2[CH:10]=[CH:11][C:12]([C:13]#[N:14])=[CH:15][CH:16]=2)=[CH:26][CH:25]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 217573Hydroxylamine, O-((4-chlorophenyl)methyl)-, hydrochloride (1:1)HCID 589898174-(2,4-Dioxo-4H-benzo[d][1,3]oxazin-1-ylmethyl)-benzonitrile

생성물 1

HCID 58989877N-(4-Chloro-benzyloxy)-2-(4-cyano-benzylamino)-benzamide

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
100 °C

실험 절차

To a stirred mixture of 4-(2,4-dioxo-4H-benzo[d][1,3]oxazin-1-ylmethyl)-benzonitrile (Preparation 7D, 319 mg) and O-(4-chloro-benzyl)-hydroxylamine hydrochloride (preparation 9, 267 mg) in DMF (10 ml) was added N-ethyldiisopropylamine (0.4 ml). The reaction mixture was heated to 100° C. and stirred for 17 hours. The mixture was cooled to room temperature and water was added. The pale brown precipitated material was isolated by filtration and re-crystallised from ethanol and gave the title compound as a white solid material. 13C-NMR (DMSO-d6) δ 148.2, 145.9, 135.1, 132.8, 132.5, 132.3, 130.6, 128.2, 128.0, 127.7, 118.8, 114.8, 113.2, 111.4, 109.5, 75.9, 45.4.

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. customThe pale brown precipitated material was isolated by filtration
  3. customre-crystallised from ethanol

출처 및 근거

ORD 기록
ord-d224d29eec114b578e4bb08fbcd6d169
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08034811B2

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