P-Toluenesulfonylhydrazide → HCID 4249156, compound

HRID 641890Notes

Reaction equation

HRID 641890 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH:21][NH2:22])(=[O:20])=[O:19])=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:22][NH:21][S:18]([C:15]1[CH:16]=[CH:17][C:12]([CH3:11])=[CH:13][CH:14]=1)(=[O:19])=[O:20])=[O:5]

Participants

4

Reactant 2

HCID 15303P-ToluenesulfonylhydrazideHCID 691102-Chlorobenzoyl chloride

Product 1

HCID 4249156HCID 4249156, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
75 °C

Procedure

Into a 500 mL round bottom flask was placed a solution of 2-chlorobenzoyl chloride (22.3 g, 127.43 mmol) in toluene (200 mL). To the mixture was added 4-methylbenzenesulfonohydrazide (23.3 g, 125.27 mmol). The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at 75° C. in a bath of oil. A filtration was performed. The filter cake was dried in an oven under reduced pressure. This resulted in 37.7 g (91%) of 2-chloro-N′-tosylbenzohydrazide as a white solid.

Workup

  1. customInto a 500 mL round bottom flask was placed
  2. customto react
  3. filtrationA filtration
  4. customThe filter cake was dried in an oven under reduced pressure
  5. customThis resulted in 37.7 g (91%) of 2-chloro-N′-tosylbenzohydrazide as a white solid

Sources & evidence

ORD record
ord-6bd5eba158fb4471a51da823cb8cfa22
Source dataset
uspto-grants-2010_04
Patent number
US07696229B2

Reaction notes

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