Nitric Acid → HCID 19792129, compound

HRID 653708Notes

Reaction equation

HRID 653708 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-2valerylaminobenzoate (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
  4. customcrystals Recrystallization from isopropyl ether afforded pale yellow crystals (9.5 g, 61%), m.p. 84°-85° C.

Sources & evidence

ORD record
ord-e6bbd3bc90f64c7ab67bbc79daf35106
Source dataset
uspto-grants-1992_07
Patent number
US05128356

Reaction notes

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