Hydrochloric Acid → HCID 21312193, compound

HRID 1287750Notes

Reaction equation

[Cl-].[NH4+].Cl.[N+:4]([C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([S:23](=[O:26])(=[O:25])[NH2:24])[C:15]=1[S:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:10]([OH:12])=[O:11])([O-])=O.[OH-].[Na+]>[Fe].O>[NH2:4][C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([S:23](=[O:25])(=[O:26])[NH2:24])[C:15]=1[S:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:10]([OH:12])=[O:11]

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of ammonium chloride (2.4 g), metallic iron powder (24 g), concentrated hydrochloric acid (0.1 ml), and water (60 ml) was heated to 90° C with stirring, and 3-nitro-4-phenylthio-5-sulphamyl-benzoic acid (10 g) was added in small portions during 2 hours. The reaction mixture was stirred on a steam bath for an additional 2 hours. After the addition of dilute sodium hydroxide until the pH was 8, the hot reaction mixture was filtered, and the filter-cake was washed with warm dilute sodium hydroxide. After the addition of 4N hydrochloric acid to the filtrate until its pH was 2and cooling the resulting precipitate, consisting of 3-amino-4-phenylthio-5-sulphamyl-benzoic acid, was filtered off and dried at 78° C in vacuo. The melting point was 285° C.

Workup

stirringThe reaction mixture was stirred on a steam bath for an additional 2 hours
filtrationthe hot reaction mixture was filtered
washthe filter-cake was washed
temperaturewith warm dilute sodium hydroxide
additionAfter the addition of 4N hydrochloric acid to the filtrate until its pH
filtrationwas filtered off
customdried at 78° C in vacuo

Sources & evidence

ORD record: ord-1d9c1ac7163e46bb994a42a34e505794
Source dataset: uspto-grants-1976_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03985777

Reaction notes

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