Benzophenone → N'-(Diphenylmethylene)-4-methylbenzenesulfonohydrazide

HRID 1418094Notes

Reaction equation

HRID 1418094 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15]1([CH3:26])[CH:20]=[CH:19][C:18]([S:21]([NH:24][NH2:25])(=[O:23])=[O:22])=[CH:17][CH:16]=1>C(O)C>[C:15]1([CH3:26])[CH:16]=[CH:17][C:18]([S:21]([NH:24][N:25]=[C:1]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)(=[O:22])=[O:23])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 3102BenzophenoneHCID 15303P-Toluenesulfonylhydrazide

Product 1

HCID 274531N'-(Diphenylmethylene)-4-methylbenzenesulfonohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Benzophenone (15.0 parts, 0.082M ex Fluka) was stirred at reflux with p-toluene sulphonylhydrazine (15.33 parts, 0.082M ex Aldrich) in ethanol (125 ml) for 10 hours. Gradually a pale yellow solution formed from which the hydrazone gradually precipitated. After cooling to 20° C., diethylether (20 ml) was added and the hydrazone filtered and washed with ether. The hydrazone was obtained as a white powder (24.0 parts; 83% theory) mp 184°-6° C.

Sources & evidence

ORD record
ord-058e646ba9944325b3e2a08806819c7b
Source dataset
uspto-grants-1999_03
Patent number
US05880188

Reaction notes

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