Ammonia → HCID 178486916, compound

HRID 1091034Notes

Reaction equation

HRID 1091034 reaction equation
[C:1]([NH:9][C:10]([NH:12][C:13]1[CH:21]=[C:20]([O:22][CH3:23])[C:19]([O:24][CH3:25])=[CH:18][C:14]=1[C:15]([NH2:17])=[O:16])=S)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N.OO>CO>[CH3:25][O:24][C:19]1[CH:18]=[C:14]2[C:13](=[CH:21][C:20]=1[O:22][CH3:23])[NH:12][C:10]([NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[N:17][C:15]2=[O:16]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 15135530HCID 15135530, compound

Product 1

HCID 178486916HCID 178486916, compoundYield 48.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred mixture of 5.5 g of the above benzamide, 100 ml of methanolic ammonia and 200 ml of methanol was added dropwise, in increments, 25 ml of 30% hydrogen peroxide. After stirring overnight, the solid was collected, partially dissolved in 600 ml of hot acetonitrile and filtered. The filtrate was chilled, giving 2.4 g of the desired product as white crystals, mp 226°-227° C. (dec.).

Workup

  1. customthe solid was collected
  2. dissolutionpartially dissolved in 600 ml of hot acetonitrile
  3. filtrationfiltered
  4. temperatureThe filtrate was chilled

Sources & evidence

ORD record
ord-ae8b4f9a34eb4f36bd6ce60cf2f74de8
Source dataset
uspto-grants-1992_01
Patent number
US05084457

Reaction notes

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