Nitric Acid → HCID 21432601, compound

HRID 2399042Notes

Reaction equation

HRID 2399042 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)=[CH:4][CH:3]=1.[N+:15]([O-])([OH:17])=[O:16].[OH-].[NH4+]>>[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 14923Ammonium HydroxideHCID 780542-(4'-Chlorobenzyl)pyridine

Product 1

HCID 21432601HCID 21432601, compound

Procedure

99 G. (0.487 mol) of 2-(p-chlorobenzyl)pyridine was added to 500 ml. of fuming nitric acid cooled to 10 ° while maintaining the temperature at <10° for 2 hours. The resulting mixture was poured into 800 ml. of ice, neutralized with ammonium hydroxide and allowed to stand overnight at room temperature. The resulting solid was collected, washed with water and air dried to give 2-(4-chloro-3-nitrobenzyl)pyridine as off-white prisms, m. 58°-60° C. (aq. ethanol).

Workup

  1. temperaturewhile maintaining the temperature at <10° for 2 hours
  2. additionThe resulting mixture was poured into 800 ml
  3. customThe resulting solid was collected
  4. washwashed with water and air
  5. customdried

Sources & evidence

ORD record
ord-d013ac3343f44494b03dee9870966de1
Source dataset
uspto-grants-1977_05
Patent number
US04026936

Reaction notes

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