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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521850Generated: October 29, 2026

Potassium Carbonate → Ethyl-5-bromo-4-[(1H-imidazol-2ylthio)methyl]-1-phenyl-1H-pyrazole-3-carboxylate

https://huagongshe.com/reaction/1521850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 5-bromo-4-(bromomethyl)-1-phenyl-1H-pyrazole-3-carboxylateHCID 66578936—
ReactantHCID 178527877HCID 178527877—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductEthyl-5-bromo-4-[(1H-imidazol-2ylthio)methyl]-1-phenyl-1H-pyrazole-3-carboxylateHCID 68228885—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of ethyl-5-bromo-4-(bromomethyl)-1-phenyl-1H-pyrazole-3-carboxylate (2.1 g, 5.44 mmol, 1 eq) and 2-mercaptoimidazole (0.6 g, 5.98 mmol, 1.1 eq) in ACN (30 mL) is added dry K2CO3 (2.25 g, 16.32 mmol, 3 eq) and the reaction mixture is heated at 85° C. for 1 h. The reaction mixture is diluted with DCM and filtered. The filtrate is concentrated and the residue is partitioned between DCM/water. The organic layer is dried over Na2SO4 and concentrated to afford the title compound. 1H NMR (DMSO-d6, 400 MHz): δ 12.29 (bs, 1H), 7.59-7.53 (m, 5H), 7.16 (d, J=1.4 Hz, 1H), 6.94 (d, J=1.4 Hz, 1H), 4.28-4.26 (m, 2H), 4.19 (s, 2H), 1.29 (t, J=7.7 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073940B2
Source datasetuspto-grants-2015_07
ORD IDord-15e02a17aa1f477f86f18209c9622fbe
Source noteuspto-grants-2015_07