HCID 21506036, compound → HCID 21506117, compound

HRID 1287741Notes

Reaction equation

HRID 1287741 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]1[C:14]([S:15](=[O:18])(=[O:17])[NH2:16])=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][C:7]=1[N+:19]([O-])=O.[H][H]>[OH-].[Na+].[Ni]>[NH2:19][C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([S:15](=[O:18])(=[O:17])[NH2:16])[C:6]=1[NH:5][CH2:4][CH2:3][O:2][CH3:1])[C:10]([OH:12])=[O:11]

Participants

5

Reactant 2

HCID 21506036HCID 21506036, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21506117HCID 21506117, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 14798Sodium HydroxideSolvent

Procedure

4-(2-Methoxyethylamino)-3-nitro-5-sulphamyl-benzoic acid (3.2 g) was dissolved in 1N sodium hydroxide (10 ml) and hydrogenated after addition of moist Raney-Nickel (1 g). When the hydrogen uptake had become negligible, the catalyst was removed by filtration, and the resulting 3-amino-4-(2-methoxyethylamino)-5-sulphamyl-benzoic acid was precipitated from the filtrate by addition of 4N hydrochloric acid until pH 3. After recrystallization from water, the melting point was 209°-211° C.

Workup

  1. customthe catalyst was removed by filtration
  2. customthe resulting 3-amino-4-(2-methoxyethylamino)-5-sulphamyl-benzoic acid was precipitated from the filtrate by addition of 4N hydrochloric acid until pH 3
  3. customAfter recrystallization from water

Sources & evidence

ORD record
ord-4e62ab6fad4c4ccc9941ca040cac8c72
Source dataset
uspto-grants-1976_10
Patent number
US03985777

Reaction notes

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