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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051296Generated: November 2, 2026

Water → ethyl 4-methyl-2-[4-(propan-2-yloxy)-3-(1H-1,2,3,4-tetrazol-1-yl)phenyl]-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/1051296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl orthoformateHCID 31214—
ReactantSodium AzideHCID 33557—
ReactantEthyl 2-[3-amino-4-(propan-2-yloxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylateHCID 118555036—
SolventAcetic AcidHCID 176—
SolventEthyl AcetateHCID 8857—
Productethyl 4-methyl-2-[4-(propan-2-yloxy)-3-(1H-1,2,3,4-tetrazol-1-yl)phenyl]-1,3-thiazole-5-carboxylateHCID 11855506478.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

A suspension was prepared by suspending 1.23 g of ethyl 2-[3-amino-4-(propan-2-yloxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylate in 20 mL of acetic acid. A reaction mixture solution prepared by adding 478 mg of sodium azide and 1.09 g of triethyl ortho formate to the suspension was heated at 70° C. for 2 hours under a nitrogen atmosphere. After cooling the reaction mixture solution to room temperature, water was added to the reaction mixture solution, and extraction was performed using ethyl acetate. The organic layer was washed with saline, dried and concentrated under reduced pressure and purified by a conventional method to obtain 1.13 g of ethyl 4-methyl-2-[4-(propan-2-yloxy)-3-(1H-1,2,3,4-tetrazol-1-yl)phenyl]-1,3-thiazole-5-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388174B2
Source datasetuspto-grants-2016_07
ORD IDord-fc5e03199b2740afac0085634c177302
Source noteuspto-grants-2016_07