Sodium Hydroxide → HCID 21506070, compound

HRID 918689Notes

Reaction equation

HRID 918689 reaction equation
[CH2:1]([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)[CH2:2][CH2:3][CH3:4].[OH-].[Na+].[H][H]>O>[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][CH2:1][CH2:2][CH2:3][CH3:4])[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21506110HCID 21506110, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21506070HCID 21506070, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 4-butylamino-3-nitro-5-sulphamyl-benzoic acid (8.6 g) in water (175 ml) was adjusted to pH 9.5 by addition of 2N sodium hydroxide. The resulting solution was hydrogenated after addition of Pd-on-carbon catalyst (0.5 g catalyst containing 10% Pd). After the hydrogen uptake had become negligible, the catalyst was removed by filtration, and the 3-amino-4-butylamino-5-sulphamyl-benzoic acid was precipitated from the filtrate by addition of 4N hydrochloric acid until pH 3. After recrystallization from aqueous methanol the melting point was 211-211.5°C.

Workup

  1. customthe catalyst was removed by filtration
  2. customthe 3-amino-4-butylamino-5-sulphamyl-benzoic acid was precipitated from the filtrate by addition of 4N hydrochloric acid until pH 3
  3. customAfter recrystallization from aqueous methanol the melting point was 211-211.5°C.

Sources & evidence

ORD record
ord-e939e98a1bc84358af5dfec98e180b78
Source dataset
uspto-grants-1976_07
Patent number
US03971819

Reaction notes

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