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Diisopropylethylamine → 8-Hydroxy-N-[(4-nitrophenyl)methyl]-7-quinolinecarboxamide

HRID 382870
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HRID 382870 반응식
[OH:1][C:2]1[C:3]([C:12]([OH:14])=O)=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.Cl.[N+:16]([C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH2:24])=[CH:21][CH:20]=1)([O-:18])=[O:17].C(N(C(C)C)CC)(C)C.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1>O.CN(C=O)C>[OH:1][C:2]1[C:3]([C:12]([NH:24][CH2:23][C:22]2[CH:21]=[CH:20][C:19]([N+:16]([O-:18])=[O:17])=[CH:26][CH:25]=2)=[O:14])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2
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참가 물질

8

반응물 5

HCID 81531DiisopropylethylamineHCID 2313638-Hydroxyquinoline-7-carboxylic AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 112524674-Nitrobenzylamine hydrochloride

생성물 1

HCID 18372686
8-Hydroxy-N-[(4-nitrophenyl)methyl]-7-quinolinecarboxamide
수율 60.8%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

8-Hydroxyquinoline-7-carboxylic acid (0.51 g) of Preparation 1 is added to 20 mL DMF. 4-Nitrobenzylamine hydrochloride (0.53 g) followed by diisopropylethylamine (0.49 mL) is then added. After 10 minutes, all solids go into solution. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.54 g) and 1-hydroxybenzotriazole monohydrate (0.38 g) are added and the reaction stirred at room temperature overnight. The reaction is poured into 75 mL H2O. The resulting solid is filtered and dried to give the title product (0.53 g).

후처리

  1. additionis then added
  2. filtrationThe resulting solid is filtered
  3. customdried

출처 및 근거

ORD 기록
ord-6402cdd2e1a54551a6a734db8f90dc8d
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06310211B1

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