Ammonia → HCID 15027495, compound

HRID 1091032Notes

Reaction equation

HRID 1091032 reaction equation
[C:1]([NH:9][C:10]([NH:12][C:13]1[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=1[C:15]([NH:17][CH3:18])=[O:16])=S)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N.OO>CO>[CH3:18][N:17]1[C:15](=[O:16])[C:14]2[C:13](=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:12]=[C:10]1[NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 15135525HCID 15135525, compound

Product 1

HCID 15027495HCID 15027495, compoundYield 21.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred mixture of 9.4 g of the above benzamide, 100 ml of methanolic ammonia and 100 ml of methanol was added dropwise, in increments, 25 ml of 30% hydrogen peroxide. After stirring overnight, the solid was collected, partially dissolved in 500 ml of hot acetonitrile and filtered. The filtrate was chilled, the solid collected and recrystallized from 200 ml of acetonitrile, giving 1.8 g of the desired product as white crystals, mp 185°-187° C.

Workup

  1. customthe solid was collected
  2. dissolutionpartially dissolved in 500 ml of hot acetonitrile
  3. filtrationfiltered
  4. temperatureThe filtrate was chilled
  5. customthe solid collected
  6. customrecrystallized from 200 ml of acetonitrile

Sources & evidence

ORD record
ord-cf0ea667fe5f41ca88cf7b4252678024
Source dataset
uspto-grants-1992_01
Patent number
US05084457

Reaction notes

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