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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969475Generated: October 26, 2026

Hydrochloric Acid → 2-Chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile

https://huagongshe.com/reaction/1969475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium NitriteHCID 23668193—
Reactant2-Amino-6-([2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrileHCID 44229643—
Product2-Chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrileHCID 86654212—

Reaction Conditions

Temperature0 °C

Reaction Steps

At 0° C., 50 mg (0.107 mmol) of 2-amino-6-([2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile were dissolved in 1.5 ml of concentrated hydrochloric acid, and 22 mg (0.321 mmol) of sodium nitrite were added. The mixture was stirred initially at 0° C. for one hour and then at room temperature overnight. Purification of the reaction mixture was by preparative HPLC (acetonitrile/water: 10:90→95:5, 0.1% TFA added). This gave 9 mg (17% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426602B2
Source datasetuspto-grants-2013_04
ORD IDord-04709ee706434746be9d9701e4412c57
Source noteuspto-grants-2013_04