Ethanol → Ethyl 3-benzylamino-5-dimethylsulphamyl-4-phenoxy-benzoate

HRID 1287807Notes

Reaction equation

HRID 1287807 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:18](=[O:23])(=[O:22])[N:19]([CH3:21])[CH3:20])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5]([OH:7])=[O:6].[CH2:24](Br)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[CH2:32](O)[CH3:33]>>[CH2:24]([NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:18](=[O:23])(=[O:22])[N:19]([CH3:20])[CH3:21])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5]([O:7][CH2:32][CH3:33])=[O:6])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 7498Benzyl BromideHCID 21506104HCID 21506104, compound

Product 1

HCID 21506051Ethyl 3-benzylamino-5-dimethylsulphamyl-4-phenoxy-benzoate

Procedure

A mixture of 3-amino-5-dimethylsulphamyl-4-phenoxy-benzoic acid (1.68 g), benzyl bromide (2 g), and ethanol (15 ml) was refluxed for 5 hours. After cooling, the precipitated ethyl 3-benzylamino-5-dimethylsulphamyl-4-phenoxy-benzoate was isolated and recrystallized from ethanol. After drying in vacuo, the compound was obtained with a melting point of 154°-155° C.

Workup

  1. temperaturewas refluxed for 5 hours
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-9cb03739ac4a4a09b85ed2d5b0d97cbf
Source dataset
uspto-grants-1976_10
Patent number
US03985777

Reaction notes

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