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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1263408Generated: October 25, 2026

Hydrochloric Acid → Methyl 2-chloro-4-methylbenzo[d]thiazole-5-carboxylate

https://huagongshe.com/reaction/1263408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl 2-amino-4-methylbenzo[d]thiazole-5-carboxylateHCID 22390084—
ReactantSodium NitriteHCID 23668193—
CatalystCuprous chlorideHCID 62652—
SolventWaterHCID 962—
SolventPhosphoric AcidHCID 1004—
ProductMethyl 2-chloro-4-methylbenzo[d]thiazole-5-carboxylateHCID 22390080—

Reaction Conditions

Temperature100 °C

Reaction Steps

At −8° C., a solution of 9.3 g of NaNO2 (0.14 mol) in 10 ml of water was added dropwise to a solution of 5 g of methyl 2-amino-4-methylbenzothiazole-5-carboxylate (0.02 mol) in 150 ml of phosphoric acid. At 5° C., a solution of 3 g of CuCl and 12 ml of conc. HCl was then added dropwise. The reaction mixture was heated to 100° C. After cooling, the residue was filtered off with suction, washed with water and dried. The product was purified by silica gel column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541423B1
Source datasetuspto-grants-2003_04
ORD IDord-542ff47eaa354c54800ee6ac1c4abec1
Source noteuspto-grants-2003_04