Ammonia → HCID 178491593, compound

HRID 1091021Notes

Reaction equation

HRID 1091021 reaction equation
[NH2:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=S)[NH:12][C:13](=[O:22])[C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)=[O:3].N.OO>CO>[O:3]=[C:2]1[C:4]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:10][C:11]([NH:12][C:13](=[O:22])[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[N:1]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 8928142-[(4-Methoxybenzoyl)carbamothioylamino]benzamide

Product 1

HCID 178491593HCID 178491593, compoundYield 10.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred mixture of 9.9 g of the above benzamide, 100 ml of methanolic ammonia and 100 ml of methanol was added 22 ml of 30% hydrogen peroxide. The reaction was cooled because of an exotherm and then stirred overnight at room temperature. The solid was collected, partially dissolved in 800 ml of acetonitrile and filtered. The filtrate was chilled, giving 0.95 g of the desired product as white crystals, mp 235°-236° C. (dec.).

Workup

  1. temperatureThe reaction was cooled because of an exotherm
  2. customThe solid was collected
  3. dissolutionpartially dissolved in 800 ml of acetonitrile
  4. filtrationfiltered
  5. temperatureThe filtrate was chilled

Sources & evidence

ORD record
ord-794b6dc04f7a436389072b3e9f0f8a8a
Source dataset
uspto-grants-1992_01
Patent number
US05084457

Reaction notes

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