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

HRID 382870

反応式

HRID 382870 の反応式
[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

参加物

8

反応物 5

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

生成物 1

HCID 183726868-Hydroxy-N-[(4-nitrophenyl)methyl]-7-quinolinecarboxamide収率 60.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-6402cdd2e1a54551a6a734db8f90dc8d
出典データセット
uspto-grants-2001_10
特許番号
US06310211B1

関連ノート

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