Ammonium Hydroxide → 8-amino-1-{4-[(aminothio)peroxy]phenyl}-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide

HRID 22979Notes

Reaction equation

HRID 22979 reaction equation
[NH2:1][C:2]1[CH:29]=[CH:28][C:5]2[CH2:6][CH2:7][C:8]3[C:9]([C:23]([O:25]CC)=O)=[N:10][N:11]([C:13]4[CH:18]=[CH:17][C:16]([O:19][O:20][S:21][NH2:22])=[CH:15][CH:14]=4)[C:12]=3[C:4]=2[CH:3]=1.[OH-].[NH4+:31]>CO>[NH2:1][C:2]1[CH:29]=[CH:28][C:5]2[CH2:6][CH2:7][C:8]3[C:9]([C:23]([NH2:31])=[O:25])=[N:10][N:11]([C:13]4[CH:14]=[CH:15][C:16]([O:19][O:20][S:21][NH2:22])=[CH:17][CH:18]=4)[C:12]=3[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 22592527Ethyl 8-amino-1-{4-[(aminothio)peroxy]phenyl}-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate

Product 1

HCID 222915508-amino-1-{4-[(aminothio)peroxy]phenyl}-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product of Example 4a (968 mg), conc. ammonium hydroxide (10 mL), and methanol (5 mL) were heated at 95° C. in a sealed pressure bottle for 16 h. The mixture was allowed to cool and let stand for 3 h. The resulting amber solid was collected by filtration to yield the title compound (630 mg).

Workup

  1. temperatureto cool
  2. filtrationThe resulting amber solid was collected by filtration

Sources & evidence

ORD record
ord-86bb77d9810b42b8954414a4824e376e
Source dataset
uspto-grants-2005_02
Patent number
US06849653B2

Reaction notes

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