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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946673Generated: November 1, 2026

Diisopropylethylamine → 6-Chloro-pyrimidine-4-carboxylic acid (2-methyl-4-sulfamoyl-phenyl)amide

https://huagongshe.com/reaction/1946673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Amino-3-methylbenzene-1-sulfonamideHCID 143037—
Reactant6-Chloropyrimidine-4-carbonyl chlorideHCID 18422098—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product6-Chloro-pyrimidine-4-carboxylic acid (2-methyl-4-sulfamoyl-phenyl)amideHCID 59447056—

Reaction Steps

A cooled (0° C.) solution of 6-chloropyrimidine-4-carbonyl chloride (4.56 g; 25.8 mmol) in DCM (80 ml) was treated dropwise over 30 minutes with a solution of 4-amino-3-methyl-benzenesulfonamide (4.00 g; 21.5 mmol) and DIEA (7.40 ml; 43.0 mmol) in anhydrous DMF (10 mL). At the end of addition the reaction mixture was concentrated under vacuum and the residue was taken up in EtOAc (200 mL). The organic phase was washed with water/brine (80 mL). A precipitate was formed, which was filtered and dried under vacuum to afford the crude product which was recrystallized from EtOH. The title product was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399448B2
Source datasetuspto-grants-2013_03
ORD IDord-5f4cf04e994248afa176b6e8d14f5bd3
Source noteuspto-grants-2013_03