Ethanol → HCID 21506004, compound

HRID 918677Notes

Reaction equation

HRID 918677 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:26](=[O:29])(=[O:28])[NH2:27])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:14][CH:13]=1)[C:5]([OH:7])=[O:6].[CH2:30](Br)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.[CH2:38](O)[CH3:39]>>[CH2:30]([NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:26](=[O:29])(=[O:28])[NH2:27])[C:10]=1[O:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:16][CH:17]=1)[C:5]([O:7][CH2:38][CH3:39])=[O:6])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 7498Benzyl BromideHCID 21506055HCID 21506055, compound

Product 1

HCID 21506004HCID 21506004, compound

Procedure

A mixture of 3-amino-4-(4-benzyloxyphenoxy)-5-sulphamyl-benzoic acid (4 g), benzyl bromide (4.1 g), and ethanol (60 ml) was refluxed for 4 hours. After cooling, the precipitated ethyl 3-benzylamino-4-(4-benzyloxyphenoxy)-5-sulphamyl-benzoate was isolated by filtration and recrystallized from ethanol. The compound was obtained with a melting point of 166°C.

Workup

  1. temperaturewas refluxed for 4 hours
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-bc964b3aaff64c41b4e8a83c3a3fb73e
Source dataset
uspto-grants-1976_07
Patent number
US03971819

Reaction notes

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