HRID903841

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

2 次

结构：Nc1cc(S(=O)(=O)O)cc2cc(S(=O)(=O)O)cc(S(=O)(=O)O)c12

HCID64951

8-Amino-1,3,6-naphthalenetrisulfonic acid

C10H9NO9S3

HCID88869

5-Nitrotoluene-2-sulphonyl chloride

C7H6ClNO4S

结构：O=C([O-])C1=NN(c2ccc(S(=O)(=O)[O-])cc2)C(=O)C1N=Nc1ccc(S(=O)(=O)[O-])cc1.[Na+].[Na+].[Na+]

HCID164825

未命名化合物

PRODUCTS

生成物

结构：Cc1cc([N+](=O)[O-])ccc1S(=O)(=O)Nc1cc(S(=O)(=O)O)cc2cc(S(=O)(=O)O)cc(S(=O)(=O)O)c12

HCID86736544

未命名化合物

收率 841.4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

A mixture of 17.0 g of 8-amino-1,3,6-naphthalenetrisulfonic acid, trisodium salt, 17.5 g of the preceding compound and 7.8 g of anhydrous sodium carbonate in 210 ml of water is stirred at room temperature for 18 hours, then an additional 0.5 g of sodium carbonate and 1.0 g of 5-nitro-o-toluenesulfonyl chloride is added and stirring is continued for 18 hours longer. The reaction mixture is evaporated and 100 ml of water is added with stirring. The mixture is filtered and 900 ml of absolute ethanol is added to the filtrate with stirring. The mixture is stirred for 2 hours, then the precipitate is collected and is washed with ethanol and ether and is dried to yield 20.8 g of 8-(5-nitro-o-toluenesulfonamido)-1,3,6-naphthalenetrisulfonic acid, trisodium salt.

WORKUP

后处理

stirringstirring
waitis continued for 18 hours
customThe reaction mixture is evaporated
addition100 ml of water is added
stirringwith stirring
filtrationThe mixture is filtered
addition900 ml of absolute ethanol is added to the filtrate
stirringwith stirring
stirringThe mixture is stirred for 2 hours
customthe precipitate is collected
washis washed with ethanol and ether
customis dried

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3cdb8d02234447f681aa082b05c07bf9
来源数据集: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04229372
来源说明: uspto-grants-1980_10

反应 SMILES

[NH2:1][C:2]1[CH:3]=[C:4]([S:20]([OH:23])(=[O:22])=[O:21])[CH:5]=[C:6]2[C:11]=1[C:10]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:9][C:8]([S:16]([OH:19])(=[O:18])=[O:17])=[CH:7]2.C1C(N=NC2C(=O)N(C3C=CC(S([O-])(=O)=O)=CC=3)N=C2C([O-])=O)=CC=C(S([O-])(=O)=O)C=1.[Na+].[Na+].[Na+].C(=O)([O-])[O-].[Na+].[Na+].[N+:64]([C:67]1[CH:72]=[C:71]([CH3:73])[C:70]([S:74](Cl)(=[O:76])=[O:75])=[CH:69][CH:68]=1)([O-:66])=[O:65]>O>[N+:64]([C:67]1[CH:72]=[C:71]([CH3:73])[C:70]([S:74]([NH:1][C:2]2[CH:3]=[C:4]([S:20]([OH:23])(=[O:22])=[O:21])[CH:5]=[C:6]3[C:11]=2[C:10]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:9][C:8]([S:16]([OH:19])(=[O:17])=[O:18])=[CH:7]3)(=[O:76])=[O:75])=[CH:69][CH:68]=1)([O-:66])=[O:65]