Nitric Acid → HCID 13922465, compound

HRID 1731326Notes

Reaction equation

HRID 1731326 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][C:6]1[N:10]2[CH:11]=[CH:12][C:13]([CH3:15])=[CH:14][C:9]2=[N:8][C:7]=1[C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:25])[CH3:24])=[CH:18][CH:17]=1>>[CH3:5][C:6]1[N:10]2[CH:11]=[CH:12][C:13]([CH3:15])=[CH:14][C:9]2=[N:8][C:7]=1[C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:25])[CH3:24])=[C:18]([N+:1]([O-:4])=[O:2])[CH:17]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 20228730HCID 20228730, compound

Product 1

HCID 13922465HCID 13922465, compound

Procedure

To 35 ml of nitric acid (fuming, d=1.50) was added portionwise 3,7-dimethyl-2-(4-acetamidophenyl)imidazo-[1,2-a]pyridine (5.6 g) at 3°-10° C. for a period of 10 minutes and the mixture was stirred for 30 minutes at the same temperature. The reaction mixture was poured into ice-water (500 ml) and the precipitates collected by filtration, were washed with water (100 ml×4) and dried over phosphorus pentoxide under reduced pressure to give 3,7-dimethyl-2-(4-acetamido-3-nitrophenyl)-imidazo[1,2-a]pyridine (3.3 g). mp. 204°-208° C. (dec.).

Workup

  1. filtrationthe precipitates collected by filtration
  2. washwere washed with water (100 ml×4)
  3. dry with materialdried over phosphorus pentoxide under reduced pressure

Sources & evidence

ORD record
ord-df4b6be4fb8d4977b255ddbc46077e9b
Source dataset
uspto-grants-1986_11
Patent number
US04621084

Reaction notes

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