Carbon Dioxide → 4-Chloro-2-methylbenzoic acid

HRID 1368747Notes

Reaction equation

HRID 1368747 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH3:9].C([Li])(CC)C.[C:15](=[O:17])=[O:16]>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([C:15]([OH:17])=[O:16])=[C:3]([CH3:9])[CH:4]=1

Participants

4

Reactant 3

HCID 280Carbon DioxideHCID 844762-Bromo-5-chlorotolueneHCID 178418400CID 53628100

Product 1

HCID 3482694-Chloro-2-methylbenzoic acid

Procedure

Accordingly, the invention also provides a process for the preparation of N-diaminomethylene-2-methyl-4-(1-pyrrolyl)-5-methylsulfonylbenzamine, characterized in that in the first stage a) according to the invention 2-bromo-5-chlorotoluene is reacted with a secondary or tertiary organolithium compound, particularly preferably sec-butyllithium, and CO2 to give the first intermediate 4-chloro-2-methylbenzoic acid, in stage b) a methylsulfonyl group is introduced by reacting 4-chloro-2-methylbenzoic acid with chlorosulfonic acid, sodium sulfite and methyl iodide to give the corresponding intermediate 2-methyl-4-chloro-5-methylsulfonylbenzoic acid,

Workup

  1. customAccordingly, the invention also provides a process

Sources & evidence

ORD record
ord-559c9a26f6e44cb3800edd14f5cf9b78
Source dataset
uspto-grants-2003_06
Patent number
US06573404B2

Reaction notes

Loading…