P-Toluenesulfonylhydrazide → HCID 90021306, compound

HRID 1487892Notes

Reaction equation

HRID 1487892 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]=O)[CH:3]=1.[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([NH:20][NH2:21])(=[O:19])=[O:18])=[CH:13][CH:12]=1>CO.ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](/[CH:8]=[N:21]/[NH:20][S:17]([C:14]2[CH:15]=[CH:16][C:11]([CH3:10])=[CH:12][CH:13]=2)(=[O:18])=[O:19])[CH:3]=1

Participants

5

Reactant 2

HCID 15303P-ToluenesulfonylhydrazideHCID 147614724-Bromopyridine-2-carbaldehyde

Product 1

HCID 90021306HCID 90021306, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

4-Bromopicolinaldehyde (2.0 g, 10.8 mmol) and 4-methylbenzenesulfonohydrazide (2.0 g, 10.8 mmol) were mixed in MeOH (20 mL) and dichloromethane (20 mL). The mixture was stirred at room temperature for 1 hour. The solvents were removed under reduced pressure to give 3.80 g (theoretical) of the title compound as a yellow solid m/z ES+ 354, 356 (M+H)+.

Workup

  1. customThe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-e40ac3813c1142a6ae5275419096f2f3
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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