Carbon Dioxide → 4-Chloro-2-methylbenzoic acid

HRID 1058142Notes

Reaction equation

NC(N)=NC(=O)C1C=C(S(C)(=O)=O)C(N2C=CC=C2)=CC=1C.Br[C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=1[CH3:31].[C:32](=[O:34])=[O:33]>>[Cl:30][C:27]1[CH:28]=[CH:29][C:24]([C:32]([OH:34])=[O:33])=[C:25]([CH3:31])[CH:26]=1

Participants

Reactant 3

HCID 280Carbon Dioxide

HCID 844762-Bromo-5-chlorotoluene

HCID 6433092Eniporide

Product 1

HCID 3482694-Chloro-2-methylbenzoic acid

Procedure

In a process for preparing N-diaminomethylene-2-methyl- 4-(1-pyrrolyl)-5-methylsulfonylbenzamide, the step comprising reacting 2-bromo-5-chlorotoluene with a secondary or tertiary organolithium compound and CO2 to produce 4-chloro-2-methylbenzoic acid.

Sources & evidence

ORD record: ord-1150947cec094acd816c66af2c404856
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06515143B2

Reaction notes

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