Ammonia → HCID 13671488, compound

HRID 1088940Notes

Reaction equation

HRID 1088940 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].S(=O)(=O)(O)O.[CH2:11]([O:13][C:14]([C:16]1([CH3:35])[C:24]2[C:19](=[CH:20][C:21]([NH:25][C:26]([C:28]3[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=3)=[O:27])=[CH:22][CH:23]=2)[NH:18][C:17]1=[O:34])=[O:15])[CH3:12].N>>[CH2:11]([O:13][C:14]([C:16]1([CH3:35])[C:24]2[C:19](=[CH:20][C:21]([NH:25][C:26]([C:28]3[CH:29]=[CH:30][N:31]=[CH:32][CH:33]=3)=[O:27])=[C:22]([N+:1]([O-:4])=[O:2])[CH:23]=2)[NH:18][C:17]1=[O:34])=[O:15])[CH3:12]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 1118Sulfuric Acid2×HCID 24434Potassium NitrateHCID 13671487HCID 13671487, compound

Product 1

HCID 13671488HCID 13671488, compound

Procedure

A solution of 3.9 g. (0.038 mol) potassium nitrate in 30 ml. concentrated sulphuric acid is added dropwise, while cooling, to a solution of 13 g. (0.038 mol) 3-ethoxycarbonyl-3-methyl-6-(4-pyridinoylamino)-indolin-2-one in 90 ml. concentrated sulphuric acid. The reaction mixture is further stirred for about 1 hour, poured on to ice, adjusted to pH 8 with a concentrated aqueous solution of ammonia, while cooling, and the crystals obtained are filtered off with suction and recrystallised from ethanol/methylen chloride. Yield: 12.81 g. (82% of theory); m.p. 217°-219° C.

Workup

  1. temperaturewhile cooling, to a solution of 13 g
  2. additionpoured on to ice
  3. temperaturewhile cooling
  4. customthe crystals obtained
  5. filtrationare filtered off with suction
  6. customrecrystallised from ethanol/methylen chloride

Sources & evidence

ORD record
ord-d8a75080ad69467fa5798a69587bc686
Source dataset
uspto-grants-1990_10
Patent number
US04963686

Reaction notes

Loading…