Hydrazine → N'-[(4-cyanophenyl)methylidene]benzenesulfonohydrazide

HRID 1732049

Reaction equation

HRID 1732049 reaction equation
[C:1]1([S:7]([NH:10][NH2:11])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]([C:14]1[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=1)#[N:13].NN>C(O)C>[C:1]1([S:7]([NH:10][N:11]=[CH:18][C:17]2[CH:20]=[CH:21][C:14]([C:12]#[N:13])=[CH:15][CH:16]=2)(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 65723Benzenesulfonyl hydrazideHCID 660424-Cyanobenzaldehyde

Product 1

HCID 1474568N'-[(4-cyanophenyl)methylidene]benzenesulfonohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Benzenesulfonyl hydrazine (20.5 g, 0.12 mole) was dissolved by warming in 110 ml absolute ethanol. p-Cyanobenzaldehyde (15.6 g, 0.12 mole) was separately dissolved in 50 ml of hot ethanol and added to the hydrazine solution The resulting slurry was refluxed 0.5 hour, cooled and filtered to yield 28.1 g; m.p. 209°-213°. Recrystallization from CH3CN gave purified title product: 23.7 g; m.p. 210°-213°.

Workup

  1. temperaturewas refluxed 0.5 hour
  2. temperaturecooled
  3. filtrationfiltered
  4. customto yield 28.1 g
  5. customRecrystallization from CH3CN
  6. customgave
  7. custompurified title product

Sources & evidence

ORD record
ord-c168bac44f3b494389f8abfd922f31fa
Source dataset
uspto-grants-1986_11
Patent number
US04624958

Linked notes

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