Sodium Dithionite → 2-(4-Aminophenylamino)ethanesulfonamide

HRID 1393834Notes

Reaction equation

HRID 1393834 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][S:13]([NH2:16])(=[O:15])=[O:14])=[CH:6][CH:5]=1)([O-])=O.S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([NH:10][CH2:11][CH2:12][S:13]([NH2:16])(=[O:14])=[O:15])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 24489Sodium DithioniteHCID 231044412-(4-Nitrophenylamino)ethanesulfonamide

Product 1

HCID 231044432-(4-Aminophenylamino)ethanesulfonamideYield 79.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 g of 2-(4-nitrophenylamino)ethanesulfonamide (12) was suspended in 10 mL of ethanol. At room temperature, the suspension was poured onto a reductive solution of sodium hydrosulfite (8 g)—1N sodium hydroxide (30 mL). After decolorization, a precipitate formed. 0.7 g of crude product was isolated by suction-filtering and reslurrying in water.

Workup

  1. customAfter decolorization, a precipitate formed

Sources & evidence

ORD record
ord-2535bde458e24411a61dd72c00e52b04
Source dataset
uspto-grants-2008_03
Patent number
US07347879B2

Reaction notes

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