Methylamine → 2-Acetamidomethyl-4-(1,1-dimethylethyl)-6-methylsulfamoylphenol

HRID 35402Notes

Reaction equation

HRID 35402 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:9]=[C:8]([S:16](Cl)(=[O:18])=[O:17])[C:7]=1[OH:20])(=[O:3])[CH3:2].[CH3:21][NH2:22]>CC(C)=O>[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[C:10]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:9]=[C:8]([S:16](=[O:18])(=[O:17])[NH:22][CH3:21])[C:7]=1[OH:20])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 132103492-Acetamidomethyl-6-chlorosulfonyl-4-(1,1-dimethylethyl)-phenol

Product 1

HCID 132103502-Acetamidomethyl-4-(1,1-dimethylethyl)-6-methylsulfamoylphenol

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

9 g (0.028 mole) of 2-acetamidomethyl-6-chlorosulfonyl-4-(1,1-dimethylethyl)-phenol are dissolved in 100 ml of acetone, and 4.9 ml (0.056 mole) of 40% strength aqueous methylamine solution are added dropwise, while cooling with ice. The mixture is stirred for 30 minutes at room temperature and poured into ice water. Recrystallization from n-propanol gives white crystals of melting point 173°-174° C.

Workup

  1. temperaturewhile cooling with ice
  2. customRecrystallization from n-propanol
  3. customgives white crystals of melting point 173°-174° C.

Sources & evidence

ORD record
ord-2c44868238284749bf21c760c37252c8
Source dataset
uspto-grants-1988_08
Patent number
US04766241

Reaction notes

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