Ammonia → HCID 15027497, compound

HRID 1091040Notes

Reaction equation

HRID 1091040 reaction equation
[C:1]([NH:9][C:10]([NH:12][C:13]1[CH:27]=[CH:26][CH:25]=[CH:24][C:14]=1[C:15]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:16])=S)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N.OO>CO>[O:16]=[C:15]1[C:14]2[C:13](=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:12]=[C:10]([NH:9][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:17]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 4471447HCID 4471447, compound

Product 1

HCID 15027497HCID 15027497, compoundYield 19.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred mixture of 11.3 g of the above benzamide, 150 ml of methanolic ammonia and 250 ml of methanol was added, in increments, 25 ml of 30% hydrogen peroxide. After standing overnight, the solid was collected, partially dissolved in 500 ml of hot acetonitrile and filtered. The filtrate was concentrated and chilled, giving 2.0 g of the desired product as white crystals, mp 185°-188° C.

Workup

  1. customthe solid was collected
  2. dissolutionpartially dissolved in 500 ml of hot acetonitrile
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. temperaturechilled

Sources & evidence

ORD record
ord-42bdecf46d2948f0a56423b90ca30841
Source dataset
uspto-grants-1992_01
Patent number
US05084457

Reaction notes

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