Nitric Acid → HCID 19792129, compound

HRID 1655465Notes

Reaction equation

HRID 1655465 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:12][C:13](=[O:18])[CH2:14][CH2:15][CH2:16][CH3:17])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].[N+:19]([O-])([OH:21])=[O:20]>C(OC(=O)C)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([N+:19]([O-:21])=[O:20])[C:5]([NH:12][C:13](=[O:18])[CH2:14][CH2:15][CH2:16][CH3:17])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 19792116HCID 19792116, compound

Product 1

HCID 19792129HCID 19792129, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

To a solution of methyl 5-chloro-2-valerylaminobenzoate (13.4 g) in acetic anhydride (10 ml) was added dropwise, while stirring under ice-cooling, fuming nitric acid. The mixture was stirred for one hour at room temperature, then there was added ice water. The mixture was allowed to stand to give crystals. Recrystallization from isopropyl ether afforded pale yellow crystals (9.5 g, 61%), m.p. 84-85° C.

Workup

  1. temperaturecooling
  2. stirringThe mixture was stirred for one hour at room temperature
  3. customto give crystals
  4. customRecrystallization from isopropyl ether afforded pale yellow crystals (9.5 g, 61%), m.p. 84-85° C.

Sources & evidence

ORD record
ord-d6ae6d71e9d241edbda47ca09678da74
Source dataset
uspto-grants-1993_10
Patent number
US05250554

Reaction notes

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