Ethanol → HCID 21506073, compound
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:18](=[O:21])(=[O:20])[NH2:19])[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].[CH2:22](Br)[CH:23]=[CH2:24].[CH2:26](O)[CH3:27]>>[CH2:26]([O:6][C:5](=[O:7])[C:4]1[CH:8]=[C:9]([S:18](=[O:21])(=[O:20])[NH2:19])[C:10]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:2]([NH:1][CH2:22][CH:23]=[CH2:24])[CH:3]=1)[CH3:27]Participants
4
Procedure
A mixture of 3-amino-4-phenoxy-5-sulphamyl-benzoic acid (3.08 g), allyl bromide (7.25 g), and dry ethanol was refluxed for 24 hours. After cooling, the precipitated ethyl-3-allylamino-4-phenoxy-5-sulphamyl-benzoate was filtered off and recrystallized from ethanol. The melting point of the ester was 153°-154° C.
Workup
- temperaturewas refluxed for 24 hours
- temperatureAfter cooling
- filtrationthe precipitated ethyl-3-allylamino-4-phenoxy-5-sulphamyl-benzoate was filtered off
- customrecrystallized from ethanol
- customwas 153°-154° C.
Sources & evidence
- ORD record
- ord-586019f437fe4f64830b095696f9055f
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03985777
Reaction notes
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