HRID867136

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：O=C(Cl)c1cc(C(=O)Cl)cc([N+](=O)[O-])c1

HCID83451

5-Nitroisophthaloyl chloride

C8H3Cl2NO4

结构：Nc1cc(S(=O)(=O)[O-])cc2cc(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c12.[Na+].[Na+].[Na+]

HCID101899

Trisodium 8-aminonaphthalene-1,3,6-trisulphonate

C10H6NNa3O9S3

HCID23665404

Acetic acid, sodium salt, trihydrate

C2H9NaO5

PRODUCTS

生成物

结构：O=C(Nc1cc(S(=O)(=O)[O-])cc2cc(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c12)c1cc(C(=O)Nc2cc(S(=O)(=O)[O-])cc3cc(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c23)cc([N+](=O)[O-])c1.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]

HCID131711174

未命名化合物

收率 252%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

To a solution of 13.75 g of 8-amino-1,3,6-naphthalenetrisulfonic acid trisodium salt and 4.6 g of sodium acetate trihydrate in 100 ml of water in a 500 ml baffle flask is added 4.10 g of powdered 5-nitroisophthaloyl chloride. The mixture is stirred vigorously at room temperature for one hour then is filtered through diatomaceous earth. The filtrate is concentrated to 50 ml, then warmed, acidified with 0.5 ml of concentrated hydrochloric acid and diluted with 50 ml of hot ethanol. The product is crystallized on cooling with scratching and is collected by filtration, then washed with 25 ml of 55% aqueous ethanol and 60 ml of ethanol. Additional product is obtained from the filtrate in the same manner. The total product is dried by conventional means to give 13.8 g of 8,8'-[(5-nitro-1,3-phenylene)bis(carbonylimino)]-di-1,3,6-naphthalenetrisulfonic acid hexasodium salt.

WORKUP

后处理

filtrationthen is filtered through diatomaceous earth
concentrationThe filtrate is concentrated to 50 ml
temperaturewarmed
additiondiluted with 50 ml of hot ethanol
customThe product is crystallized
temperatureon cooling
filtrationis collected by filtration
washwashed with 25 ml of 55% aqueous ethanol and 60 ml of ethanol
customAdditional product is obtained from the filtrate in the same manner
customThe total product is dried by conventional means

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-75d668475828472f91af17412ff87d3e
来源数据集: uspto-grants-1978_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04102917
来源说明: uspto-grants-1978_07

反应 SMILES

[Na+:1].[Na+].[Na+].[NH2:4][C:5]1[CH:6]=[C:7]([S:23]([O-:26])(=[O:25])=[O:24])[CH:8]=[C:9]2[C:14]=1[C:13]([S:15]([O-:18])(=[O:17])=[O:16])=[CH:12][C:11]([S:19]([O-:22])(=[O:21])=[O:20])=[CH:10]2.[OH2:27].[OH2:28].[OH2:29].[C:30]([O-])(=O)[CH3:31].[Na+].[N+:35]([C:38]1[CH:39]=[C:40]([C:47](Cl)=[O:48])[CH:41]=[C:42]([CH:46]=1)[C:43](Cl)=[O:44])([O-:37])=[O:36]>O>[Na+:1].[Na+:1].[Na+:1].[Na+:1].[Na+:1].[Na+:1].[N+:35]([C:38]1[CH:39]=[C:40]([C:47]([NH:4][C:5]2[CH:6]=[C:7]([S:23]([O-:26])(=[O:24])=[O:25])[CH:8]=[C:31]3[C:30]=2[C:11]([S:19]([O-:29])(=[O:28])=[O:27])=[CH:12][C:13]([S:15]([O-:18])(=[O:16])=[O:17])=[CH:14]3)=[O:48])[CH:41]=[C:42]([C:43]([NH:4][C:5]2[CH:6]=[C:7]([S:23]([O-:26])(=[O:25])=[O:24])[CH:8]=[C:9]3[C:14]=2[C:13]([S:15]([O-:18])(=[O:17])=[O:16])=[CH:12][C:11]([S:19]([O-:22])(=[O:20])=[O:21])=[CH:10]3)=[O:44])[CH:46]=1)([O-:37])=[O:36]