Ammonia → HCID 12811120, compound

HRID 1155711Notes

Reaction equation

HRID 1155711 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=1.CC1C=CN=C(C2C=CC=CC=2)C=1.[N+]([O-])(O)=O.S(=O)(=O)(O)O.N>>[CH3:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]([C:12]2[CH:13]=[CH:14][C:15]([N+:1]([O-:4])=[O:2])=[CH:16][CH:17]=2)[CH:7]=1

Participants

6

Reactant 5

HCID 222AmmoniaHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 770264-Methyl-2-phenylpyridineHCID 70526934HCID 70526934, compound

Product 1

HCID 12811120HCID 12811120, compound

Procedure

4-Methyl-2-phenylpyridine nitrate prepared from 4-methyl-2-phenylpyridine (26.3 g) and 69% nitric acid (15 ml) is added under cooling to conc. sulfuric acid (95 ml), and the mixture is heated with agitation at 90°-100° C. for 30 minutes. After cooling, ice water (300 ml) is added to the reaction mixture, and the mixture is adjusted to pH 3.5 with conc. aqueous ammonia. The crystals precipitated from the hot solution are collected by filtration and recrystallized from ethanol to give 4-methyl-2-(4-nitrophenyl)pyridine (13.3 g). M.P. 145°-147° C.

Workup

  1. additionis added
  2. temperaturethe mixture is heated with agitation at 90°-100° C. for 30 minutes
  3. temperatureAfter cooling
  4. customThe crystals precipitated from the hot solution
  5. filtrationare collected by filtration
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-f6dc9ec8e7f74eacbf0f3f0b072c3b43
Source dataset
uspto-grants-1982_06
Patent number
US04332809

Reaction notes

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