Ammonia → HCID 178425849, compound

HRID 1091036Notes

Reaction equation

HRID 1091036 reaction equation
[NH2:1][C:2]([C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[NH:11][C:12](=S)[NH:13][C:14](=[O:22])[C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1)=[O:3].N.OO>CO>[CH3:10][C:8]1[CH:9]=[C:4]2[C:5](=[CH:6][CH:7]=1)[NH:11][C:12]([NH:13][C:14](=[O:22])[C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=1)=[N:1][C:2]2=[O:3]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 15135527N-[[[2-(Aminocarbonyl)-4-methylphenyl]amino]thioxomethyl]-4-methylbenzamide

Product 1

HCID 178425849HCID 178425849, compoundYield 10.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred mixture of 5.2 g of the above benzamide, 100 ml of methanolic ammonia and 100 ml of methanol was added dropwise, in increments, 20 ml of 30% hydrogen peroxide. After stirring 48 hours, the solid was collected, partially dissolved in 400 ml of hot acetonitrile and filtered. The filtrate was chilled, giving 0.5 g of the desired product as white crystals, mp 242°-244° C. (dec.).

Workup

  1. customthe solid was collected
  2. dissolutionpartially dissolved in 400 ml of hot acetonitrile
  3. filtrationfiltered
  4. temperatureThe filtrate was chilled

Sources & evidence

ORD record
ord-58c14a0b0e12498ea7860ca913a5a2a4
Source dataset
uspto-grants-1992_01
Patent number
US05084457

Reaction notes

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