HRID21550

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID311

Citric Acid

C6H8O7

HCID1049

Pyridine

C5H5N

结构：N#CC(C(=O)Nc1ccccc1)C(=O)c1nn(-c2ccccc2)c2c1Cc1ccc(N)cc1-2

HCID19932636

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)C(=O)Nc1ccc2c(c1)-c1c(c(C(=O)C(C#N)C(=O)Nc3ccccc3)nn1-c1ccccc1)C2

HCID86748725

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

3-(7-Amino-1,4-dihydro-1-phenyl-indeno[1,2-c]pyrazol-3-yl) -2-cyano-3-oxo-N-phenyl-propanamide (1.1 g) dissolved in anhydrous dimethylformamide (70 ml) containing pyridine (1 ml) is reacted with ethyl oxalyl chloride (0.7 g) under stirring at room temperature for 6 hours. The reaction mixture is diluted with ice water and acidified to pH 4 with citric acid. The precipitate is filtered and washed with water. Crystallization from CHCl3 /ethanol yields 1.1 g of 2-cyano-3-(7-ethoxalylamino -1,4-dihydro-1-phenyl-indeno[1,2-c]pyrazol-3-yl) -3-oxo-N-phenyl-propanamide.

WORKUP

后处理

filtrationThe precipitate is filtered
washwashed with water
customCrystallization from CHCl3 /ethanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ed4867c870c14633bde40ee80d28f31a
来源数据集: uspto-grants-1995_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05424308
来源说明: uspto-grants-1995_06

反应 SMILES

[NH2:1][C:2]1[CH:33]=[C:32]2[C:5]([CH2:6][C:7]3[C:11]([C:12](=[O:25])[CH:13]([C:23]#[N:24])[C:14]([NH:16][C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[O:15])=[N:10][N:9]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:8]=32)=[CH:4][CH:3]=1.N1[CH:39]=[CH:38]C=CC=1.C(O)(=O)C[C:42](CC(O)=O)([C:44]([OH:46])=[O:45])[OH:43]>CN(C)C=O>[C:23]([CH:13]([C:12]([C:11]1[C:7]2[CH2:6][C:5]3[C:32](=[CH:33][C:2]([NH:1][C:42]([C:44]([O:46][CH2:38][CH3:39])=[O:45])=[O:43])=[CH:3][CH:4]=3)[C:8]=2[N:9]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:10]=1)=[O:25])[C:14]([NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:15])#[N:24]