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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019646Generated: October 31, 2026

4-Chlorobenzyl mercaptan → HCID 44544510, compound

https://huagongshe.com/reaction/1019646

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobenzyl mercaptanHCID 80409—
Reactant6-Chloro-5-cyanopyridine-2-carboxylic acidHCID 53433239—
SolventDimethylformamideHCID 6228—
ProductHCID 44544510HCID 4454451082%

Reaction Conditions

Temperature45 °C

Reaction Steps

A mixture of 6-chloro-5-cyanopicolinic acid (30 mg, 0.16 mmol), 4-chlorophenyl methanethiol (24 ul, 0.18 mmol), and CsCO3 (156 mg, 0.48 mmol) in dimethylformamide (2 ml) was heated for 16 hrs at 45° C. After removal of the solvent, the residue was treated with water (2 ml) and acidified with 1N—HCl to pH2. The precipitate was collected by filtration and dried under vacuum to afford 40 mg (82%) of the desired product 52. 1H NMR (600 MHz, DMSO-d6) δ 13.6 (br s, 1H), 8.46 (d, 1H, J=7.8 Hz), 8.15 (d, 1H, J=7.8 Hz), 7.55 (d, 2H, J=9 Hz), 7.47 (d, 2H, J=9 Hz). MS: m/z Calcd 304.8 Found MH+ 305.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716283B2
Source datasetuspto-grants-2014_05
ORD IDord-f5f8aef3b9bf47068b107a45b94b8902
Source noteuspto-grants-2014_05