Methanol → Methyl 4-chloro-3,5-dinitrobenzoate

HRID 1007473Notes

Reaction equation

HRID 1007473 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N+:14]([O-:16])=[O:15])[C:12]=1[Cl:13])[C:7]([OH:9])=[O:8])([O-:3])=[O:2].[CH3:17]O>>[Cl:13][C:12]1[C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:6]([C:7]([O:9][CH3:17])=[O:8])=[CH:5][C:4]=1[N+:1]([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 887Methanol2×HCID 83774-Chloro-3,5-dinitrobenzoic acid

Product 1

HCID 96161Methyl 4-chloro-3,5-dinitrobenzoate

Procedure

2.96 ml of SOC12 is added at 0° C., under an inert atmosphere and dropwise to 10 g of 3,5-dinitro-4-chlorobenzoic acid (JANSSEN) in 150 ml of methanol and agitation is carried out under reflux of methanol for 2 hours then for 15 hours at ambient temperature. The reaction medium is poured into ice and precipitation of the product is observed. After drying, 10.3 g of expected product is obtained.

Workup

  1. additionThe reaction medium is poured into ice and precipitation of the product
  2. customAfter drying

Sources & evidence

ORD record
ord-cbf45c5c84644b1d86abdd9d8dd9d557
Source dataset
uspto-grants-2004_09
Patent number
US06794415B2

Reaction notes

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