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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845552Generated: October 30, 2026

Chlorosuccinimide → 4-bromo-5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxylic Acid

https://huagongshe.com/reaction/1845552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant4-bromo-5-(1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxylic AcidHCID 57826567—
SolventTetrahydrofuranHCID 8028—
Product4-bromo-5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxylic AcidHCID 578266060.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

N-chlorosuccinimide (NCS) (299 mg, 2.194 mmol) was added in portions to a 30 mL sealed tube reactor containing 4-bromo-5-(1-methyl-1H-pyrazol-5-yl)-2-thiophenecarboxylic acid (503 mg, 1.23 mmol) in tetrahydrofuran (THF) (6 mL) at room temperature. The mixture was heated to 70° C. for 2 hours. Upon completion, the reaction mixture was partitioned between CHCl3 and H2O, the organic layer dried with Na2SO4, solvents removed by vacuum distillation affording the title compound (0.54 mg, quant.) which was used without further purification. LC-MS (ES) m/z=321 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946278B2
Source datasetuspto-grants-2015_02
ORD IDord-5101d2c3cebc4950b6cb1dbd4a3debf8
Source noteuspto-grants-2015_02