Ammonia → HCID 178425848, compound

HRID 1091023Notes

Reaction equation

HRID 1091023 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:21])[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[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:21])[C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)=[N:1]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 784Hydrogen Peroxide2×HCID 667640N-[(2-carbamoylphenyl)carbamothioyl]-4-methylbenzamide

Product 1

HCID 178425848HCID 178425848, compoundYield 16.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred mixture of 9.3 g of the above benzamide, 100 ml of methanolic ammonia and 100 ml of methanol was added dropwise 10 ml of 30% hydrogen peroxide over 3 minutes. When the exotherm subsided to 40° C., 15 ml of 30% hydrogen peroxide was added. The mixture was stirred overnight, the solid collected, partially dissolved in 800 ml of hot acetonitrile filtered and the filtrate chilled, giving 1.4 g of the desirred product as white crystals, mp 238°-239° C. (dec.).

Workup

  1. customsubsided to 40° C.
  2. customthe solid collected
  3. dissolutionpartially dissolved in 800 ml of hot acetonitrile
  4. filtrationfiltered
  5. temperaturethe filtrate chilled

Sources & evidence

ORD record
ord-bdc7bb80edc74d44b7fd872fc144bb1d
Source dataset
uspto-grants-1992_01
Patent number
US05084457

Reaction notes

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