2-氨基-8-萘酚-6-磺酸 → 4-Hydroxy-6-m-nitrobenzamido-2-naphthalenesulfonic acid

HRID 745454

反应方程式

HRID 745454 反应方程式
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([OH:15])(=[O:14])=[O:13])[CH:6]=[C:5]2[OH:16].[OH-].[Na+].O.O.O.C([O-])(=O)C.[Na+].[N+:27]([C:30]1[CH:31]=[C:32]([CH:36]=[CH:37][CH:38]=1)[C:33](Cl)=[O:34])([O-:29])=[O:28]>O>[OH:16][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([NH:1][C:33](=[O:34])[C:32]3[CH:36]=[CH:37][CH:38]=[C:30]([N+:27]([O-:29])=[O:28])[CH:31]=3)[CH:3]=2)[CH:8]=[C:7]([S:12]([OH:15])(=[O:13])=[O:14])[CH:6]=1

参与物

6

反应物 4

HCID 70222-氨基-8-萘酚-6-磺酸HCID 8495间硝基苯甲酰氯HCID 14798二甲基对苯二胺二盐酸HCID 23665404三水合醋酸钠

产物 1

HCID 129400894-Hydroxy-6-m-nitrobenzamido-2-naphthalenesulfonic acid收率 75.9%

试剂、催化剂与溶剂 1

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

To a suspension of 180 g of 6-amino-4-hydroxy-2-naphthalenesulfonic acid in 4 liters of water was added 75 ml of 10N sodium hydroxide. To the resulting solution was added 181.8 g of sodium acetate trihydrate, followed by 190 g of m-nitrobenzoyl chloride. The mixture was stirred vigorously under argon at room temperature for 8 hours and then filtered. The solid was washed with water, ethanol and then ether and dried at room temperature. The resulting brown solid (299.4 g) was added to a mixture of 1500 ml of water and 1200 ml of 1N sodium hydroxide and stirred under argon for one hour. The mixture was filtered and the filtrate was acidified to pH 3 with concentrated hydrochloric acid. The resulting precipitate was collected by filtration, washed with water, ethanol, then ether and dried in vacuo in hot water and gave 221.7 g of 4-hydroxy-6-m-nitrobenzamido-2-naphthalenesulfonic acid, sodium salt.

后处理

  1. filtrationfiltered
  2. washThe solid was washed with water, ethanol
  3. dry with materialether and dried at room temperature
  4. additionThe resulting brown solid (299.4 g) was added to a mixture of 1500 ml of water and 1200 ml of 1N sodium hydroxide
  5. stirringstirred under argon for one hour
  6. filtrationThe mixture was filtered
  7. filtrationThe resulting precipitate was collected by filtration
  8. washwashed with water, ethanol
  9. dry with materialether and dried in vacuo in hot water

来源与证据

ORD记录
ord-72c920b3cfeb4dabb558b3ebf85891d4
来源数据集
uspto-grants-1986_07
专利号
US04599204

关联笔记

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