Nitric Acid → HCID 13835079, compound

HRID 979219Notes

Reaction equation

HRID 979219 reaction equation
[C:1]([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][CH:6]=1)(=[O:3])[CH3:2].C(OC(=O)C)(=O)C.[N+:26]([O-])([OH:28])=[O:27]>>[C:1]([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+:26]([O-:28])=[O:27])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 13835078HCID 13835078, compound

Product 1

HCID 13835079HCID 13835079, compound

Procedure

A solution of 4.2 g. (0.017 mol) 6-acetamido-3-(2-methylpropyl)-indolin-2-one in 50 ml. acetic anhydride is mixed, while cooling, with 0.8 ml. (0.019 mol) fuming nitric acid and then stirred for about 30 minutes. Subsequently, the reaction mixture is carefully poured on to ice and the crystals obtained are filtered off with suction, washed with water and dried. Yield: 3.2 g. (66% of theory); m.p. 192°-197° C.

Workup

  1. temperaturewhile cooling, with 0.8 ml
  2. additionSubsequently, the reaction mixture is carefully poured on to ice
  3. customthe crystals obtained
  4. filtrationare filtered off with suction
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-ae800e2c35324d2093c5e6ee2afccd71
Source dataset
uspto-grants-1987_05
Patent number
US04666923

Reaction notes

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