Acetic Acid → N-(3-n-Butylamino-4-phenoxy-5-sulfamylbenzyl)acetamide

HRID 2082896Notes

Reaction equation

HRID 2082896 reaction equation
[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:11]=[C:12]([S:21](=[O:24])(=[O:23])[NH2:22])[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:9][NH2:10])[CH2:2][CH2:3][CH3:4].[C:25](O)(=[O:27])[CH3:26]>C(OC(=O)C)(=O)C>[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:11]=[C:12]([S:21](=[O:24])(=[O:23])[NH2:22])[C:13]=1[O:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH2:9][NH:10][C:25](=[O:27])[CH3:26])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 540392965-(Aminomethyl)-3-(butylamino)-2-phenoxybenzene-1-sulfonamide

Product 1

HCID 53985487N-(3-n-Butylamino-4-phenoxy-5-sulfamylbenzyl)acetamide

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

To a solution of 3n-butylamine-4-phenoxy-5-sulfamylbenzylamine (1.05 g; prepared as described in Example 289) in acetic acid (10 ml), acetic anhydride (0.4 ml) is added and the mixture is left for 24 hours. Dilution with water (25 ml) precipitates N-(3-n-butylamino-4-phenoxy-5-sulfamylbenzyl)acetamide, which is collected by filtration, washed with water and dried in air. After recrystallization from aqueous ethanol it is obtained with a melting point of 190°-191° C.

Workup

  1. customDilution with water (25 ml) precipitates N-(3-n-butylamino-4-phenoxy-5-sulfamylbenzyl)acetamide, which
  2. filtrationis collected by filtration
  3. washwashed with water
  4. customdried in air
  5. customAfter recrystallization from aqueous ethanol it
  6. customis obtained with a melting point of 190°-191° C.

Sources & evidence

ORD record
ord-c2b7326034794a6f93502be5ceeefab0
Source dataset
uspto-grants-1978_04
Patent number
US04082851

Reaction notes

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