2-Chloro-N-[5-(1,1-dimethylethyl)-3-dimethylaminomethyleneaminosulfonyl-2-hydroxybenzyl]-acetamide → 2-Aminomethyl-4-(1,1-dimethylethyl)-6-sulfamoylphenol hydrochloride

HRID 35398Notes

Reaction equation

HRID 35398 reaction equation
[Cl:1]CC([NH:5][CH2:6][C:7]1[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:10]=[C:9]([S:17]([N:20]=CN(C)C)(=[O:19])=[O:18])[C:8]=1[OH:25])=O>C(O)C.Cl>[ClH:1].[NH2:5][CH2:6][C:7]1[CH:12]=[C:11]([C:13]([CH3:15])([CH3:16])[CH3:14])[CH:10]=[C:9]([S:17](=[O:18])(=[O:19])[NH2:20])[C:8]=1[OH:25]

Participants

4

Reactant 1

HCID 539481172-Chloro-N-[5-(1,1-dimethylethyl)-3-dimethylaminomethyleneaminosulfonyl-2-hydroxybenzyl]-acetamide

Product 1

HCID 212969052-Aminomethyl-4-(1,1-dimethylethyl)-6-sulfamoylphenol hydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

3 g (0.008 mole) of 2-chloro-N-[5-(1,1-dimethylethyl)-3-dimethylaminomethyleneaminosulfonyl-2-hydroxybenzyl]-acetamide in a mixture of 30 ml of ethanol and 3 ml of concentrated hydrochloric acid are heated under reflux for 2 hours. The solvent is removed in vacuo and the residue is crystallized from methanol/ether.

Workup

  1. temperatureare heated
  2. temperatureunder reflux for 2 hours
  3. customThe solvent is removed in vacuo
  4. customthe residue is crystallized from methanol/ether

Sources & evidence

ORD record
ord-8f75a9c1cf244d6fbacce17703f96acd
Source dataset
uspto-grants-1988_08
Patent number
US04766241

Reaction notes

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