Water → 1-Allyl-1-phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine

HRID 127965Notes

Reaction equation

HRID 127965 reaction equation
[C:1]1([NH:7][NH:8][C:9](=[O:21])[C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([S:17](=[O:20])(=[O:19])[NH2:18])[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:22](Br)[CH:23]=[CH2:24].O>CN(C)C=O.C(O)(C)C>[CH2:24]([N:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[NH:8][C:9](=[O:21])[C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([S:17](=[O:20])(=[O:19])[NH2:18])[CH:11]=1)[CH:23]=[CH2:22]

Participants

6

Reactant 3

HCID 962WaterHCID 7841Allyl bromideHCID 155715011-Phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine

Product 1

HCID 155715021-Allyl-1-phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6228DimethylformamideSolvent

Procedure

1-Phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine 5 g (0.015 mol) was dissolved in dimethylformamide (15 ml). To this was added allyl bromide 2.8 g (0.023 mol) and the mixture was heated at 95°-100° C. for about 1.5 hours. The reaction mixture was cooled and diluted with 30 ml of isopropanol and added slowly to about 900 ml of cold water. The precipitate was collected by filtration, washed with water and dried under reduced pressure to provide 1-allyl-1-phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine (m.p. 99°-101° C.).

Workup

  1. temperaturethe mixture was heated at 95°-100° C. for about 1.5 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-53ac18e3770945a29486bb87448881b7
Source dataset
uspto-grants-1981_03
Patent number
US04258059

Reaction notes

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