HCID 13835079, compound → HCID 13835080, compound

HRID 1088942Notes

Reaction equation

HRID 1088942 reaction equation
C([NH:4][C:5]1[CH:13]=[C:12]2[C:8]([CH:9]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:10](=[O:14])[NH:11]2)=[CH:7][C:6]=1[N+:19]([O-:21])=[O:20])(=O)C>C(O)C>[NH2:4][C:5]1[CH:13]=[C:12]2[C:8]([CH:9]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:10](=[O:14])[NH:11]2)=[CH:7][C:6]=1[N+:19]([O-:21])=[O:20]

Participants

3

Reactant 1

HCID 13835079HCID 13835079, compound

Product 1

HCID 13835080HCID 13835080, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2.9 g. (0.01 mol) 6-acetamido-3-(2-methylpropyl)-5-nitroindolin-2-one in 50 ml. ethanol is heated under reflux for about 30 minutes with 3 ml. concentrated hydrochloric acid, evaporated and the residue purified on silica gel (elution agent: methylene chloride/ammonia-saturated methanol 20:1 v/v). Yield 1.5 g. (60% of theory).

Workup

  1. temperatureunder reflux for about 30 minutes with 3 ml
  2. customconcentrated hydrochloric acid, evaporated
  3. customthe residue purified on silica gel (elution agent: methylene chloride/ammonia-saturated methanol 20:1 v/v)

Sources & evidence

ORD record
ord-a92fd12b65e84db99885f4c967ff6d14
Source dataset
uspto-grants-1990_10
Patent number
US04963686

Reaction notes

Loading…