HRID261304

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8151

3,3'-Thiodipropionitrile

C6H8N2S

HCID8929

Sodium cyanide (Na(CN))

CNNa

结构：CCN(CC)c1ccc(N=Nc2c(Br)cc([N+](=O)[O-])cc2[N+](=O)[O-])c(NC(=O)C=Cc2ccccc2)c1

HCID54057294

未命名化合物

PRODUCTS

生成物

结构：CCN(CC)c1ccc(N=Nc2c(C#N)cc([N+](=O)[O-])cc2[N+](=O)[O-])c(NC(=O)C=Cc2ccccc2)c1

HCID54527365

未命名化合物

收率 85.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

CONDITIONS

反应条件

温度: 100 °C

PROCEDURE

实验过程

Into a solution composed of 6.8 parts of cuprous bromide in 300 parts by volume of bis(β-cyanoethyl) sulfide, there are introduced 26 parts of 3-cinnamoylamino-4-(2'-bromo-4',6'-dinitrophenylazo)-N,N-diethylaniline. The mixture is heated to 100° C. and, during several minutes, a solution of 2.6 parts of sodium cyanide in 16 parts of water is allowed to flow in. Stirring is continued for 1 to 2 hours more, at 115° C. After cooling to 30° C., the 3-cinnamoylamino-4-(2'-cyano-4',6'-dinitrophenylazo)-N,N-diethylaniline formed is separated, under the same conditions as in example 1. The yield is 85.5%.

WORKUP

后处理

customat 115° C
temperatureAfter cooling to 30° C.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-823e144a82a74f87bc13d00b996e2de5
来源数据集: uspto-grants-1979_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04165297
来源说明: uspto-grants-1979_08

反应 SMILES

[C:1](CCSCCC#N)#[N:2].[C:10]([NH:20][C:21]1[CH:22]=[C:23]([CH:29]=[CH:30][C:31]=1[N:32]=[N:33][C:34]1[C:39]([N+:40]([O-:42])=[O:41])=[CH:38][C:37]([N+:43]([O-:45])=[O:44])=[CH:36][C:35]=1Br)[N:24]([CH2:27][CH3:28])[CH2:25][CH3:26])(=[O:19])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C-]#N.[Na+]>O>[C:10]([NH:20][C:21]1[CH:22]=[C:23]([CH:29]=[CH:30][C:31]=1[N:32]=[N:33][C:34]1[C:39]([N+:40]([O-:42])=[O:41])=[CH:38][C:37]([N+:43]([O-:45])=[O:44])=[CH:36][C:35]=1[C:1]#[N:2])[N:24]([CH2:27][CH3:28])[CH2:25][CH3:26])(=[O:19])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1