Water → HCID 20294542, compound

HRID 2082897Notes

Reaction equation

HRID 2082897 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].[OH2:25]>N1C=CC=CC=1.C(O)(=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:15]([O:14][CH2:13][CH3:6])=[O:25])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 962WaterHCID 540392965-(Aminomethyl)-3-(butylamino)-2-phenoxybenzene-1-sulfonamide

Product 1

HCID 20294542HCID 20294542, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 1049PyridineSolvent

Procedure

To a stirred solution of 3-n-butylamino-4-phenoxy-5-sulfamylbenzylamine (1.05 g; prepared as described in Example 289) in pyridine (7ml) ethyl chloroformate (0.3 ml) is dropwise added at 22°-25° C., and the mixture is stirred for a further 1.5 hours. The mixture is then diluted with water (30 ml) and acetic acid (10 ml) to precipitate crude N-(3-n-butylamino-4-phenoxy-5-sulfamylbenzyl)urethan. After filtration and recrystallization from ethanol it is obtained with a melting point of 105°-107° C.

Workup

  1. customto precipitate crude N-(3-n-butylamino-4-phenoxy-5-sulfamylbenzyl)urethan
  2. filtrationAfter filtration and recrystallization from ethanol it
  3. customis obtained with a melting point of 105°-107° C.

Sources & evidence

ORD record
ord-f904bb46fef2490dbe8f467c34176304
Source dataset
uspto-grants-1978_04
Patent number
US04082851

Reaction notes

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