Thionyl Chloride → 2-Methoxy-5-nitro-benzoyl chloride

HRID 450081

Reaction equation

HRID 450081 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:4]=1[C:5](O)=[O:6].S(Cl)([Cl:17])=O>>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:4]=1[C:5]([Cl:17])=[O:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 2841632-Methoxy-5-nitrobenzoic acid

Product 1

HCID 137195932-Methoxy-5-nitro-benzoyl chlorideYield 100%

Procedure

2-Methoxy-5-nitro benzoic acid (500 mg, 2.5 mmol) was heated to reflux with thionyl chloride (5 ml) for 4 hr. The excess thionyl chloride was evaporated under reduced pressure to yield 2-methoxy-5-nitro-benzoyl chloride (0.55 g, 100%), which was used as such for the next step.

Workup

  1. customThe excess thionyl chloride was evaporated under reduced pressure

Sources & evidence

ORD record
ord-89712d9cf5fb49ef82ff311ba6bb831c
Source dataset
uspto-grants-2013_07
Patent number
US08486962B2

Linked notes

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