Ethanol → Sodium 2-amino-3-(2-thienyl)benzenesulphonate

HRID 1599175Notes

Reaction equation

HRID 1599175 reaction equation
[NH2:1][C:2]1[C:7]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:6][C:5](Br)=[CH:4][C:3]=1[S:14]([O-:17])(=[O:16])=[O:15].[Na+:18].[OH-].[Na+].C(O)C>[Zn].CO>[NH2:1][C:2]1[C:7]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[S:14]([O-:17])(=[O:16])=[O:15].[Na+:18]

Participants

6

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 23687032Sodium 2-amino-5-bromo-3-(2-thienyl)benzenesulphonate

Product 1

HCID 23687031Sodium 2-amino-3-(2-thienyl)benzenesulphonate

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 887MethanolSolvent

Procedure

21 g (59 mmol) of sodium 2-amino-5-bromo-3-(2-thienyl)benzenesulphonate are heated at 100° C. for 1 hour in the presence of 350 ml of 10% sodium hydroxide solution, 15 ml of ethanol and 7.4 g of zinc. The temperature of the reaction medium is allowed to return to room temperature and 300 ml of methanol are added. The mixture is filtered through Celite, the filtrate is concentrated and the residue is taken up in 1N sodium hydroxide solution at 0° C. and dried under vacuum.

Workup

  1. customto return to room temperature
  2. filtrationThe mixture is filtered through Celite
  3. concentrationthe filtrate is concentrated
  4. customis taken up in 1N sodium hydroxide solution at 0° C.
  5. customdried under vacuum

Sources & evidence

ORD record
ord-14cc9611c01f4388bf776ca50731be0e
Source dataset
uspto-grants-1998_04
Patent number
US05739382

Reaction notes

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