Nitromethane → HCID 73195637, compound

HRID 1799219Notes

Reaction equation

HRID 1799219 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].C([O-])(=O)C.[NH4+].[N+:18]([CH3:21])([O-:20])=[O:19]>C(O)(=O)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:21][N+:18]([O-:20])=[O:19])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 855054-Chloro-3-nitrobenzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 73195637HCID 73195637, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 4-chloro-3-nitro-benzaldehyde (5 g) and ammonium acetate (3.5 g) in nitromethane (4.5 mL) and acetic acid (20 mL) was heated to reflux for 3 hr, and then cooled to room temperature in an ice bath. The product precipitated as a dark solid. The dark solid was washed with water then ether/hexane (1:1) and dried overnight under vacuum to give 3.5 g of the title compound (75a) as a bright-red solid.

Workup

  1. temperatureto reflux for 3 hr
  2. customThe product precipitated as a dark solid
  3. washThe dark solid was washed with water
  4. dry with materialether/hexane (1:1) and dried overnight under vacuum

Sources & evidence

ORD record
ord-5a2a6551abe048b582c3934491b236e8
Source dataset
uspto-grants-2013_01
Patent number
US08344028B2

Reaction notes

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