4-Chloro-1,2-dinitrobenzene → ethyl P-methyl-2-nitro-5-chlorophenylphosphinate

HRID 463560

Reaction equation

HRID 463560 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([N+]([O-])=O)[CH:3]=1.[CH3:14][P:15]([O:19]CC)[O:16][CH2:17][CH3:18]>C(#N)C>[CH3:14][P:15]([C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[N+:8]([O-:10])=[O:9])(=[O:19])[O:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 330974-Chloro-1,2-dinitrobenzeneHCID 85063Diethyl methylphosphonite

Product 1

HCID 53860251ethyl P-methyl-2-nitro-5-chlorophenylphosphinate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 4-chloro-1,2-dinitrobenzene (13.2 g, 65.0 mmol) dissolved in acetonitrile (150 ml) is added, dropwise, diethyl methylphosphonite (16.0 g, 117.6 mmol). The mixture is stirred at RT for 20 hours, after which it is concentrated. The crude product is purified by column chromatography (developing with 50% ethyl acetate/hexane) to yield ethyl P-methyl-2-nitro-5-chlorophenylphosphinate.

Workup

  1. additionis added
  2. concentrationafter which it is concentrated
  3. customThe crude product is purified by column chromatography (developing with 50% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-cd5e6dca7b5048fab9a1583e2647bcfa
Source dataset
uspto-grants-1985_05
Patent number
US04520197

Linked notes

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