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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520859Generated: October 26, 2026

Thionyl Chloride → 3-(chloromethyl)-5-nitro-1H-pyrazole

https://huagongshe.com/reaction/520859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(3-nitro-1H-pyrazol-5-yl)methanolHCID 135636628—
SolventDichloromethaneHCID 6344—
Product3-(chloromethyl)-5-nitro-1H-pyrazoleHCID 136175559—

Reaction Steps

(5-Nitro-1H-pyrazol-3-yl)methanol (524 mg, 3.66 mmol) was first treated with SOCl2 (3 ml) in CH2Cl2 (5 ml) at 35° C. for 2 hrs. The solvent was removed to get a crude 3-(chloromethyl)-5-nitro-1H-pyrazole. Then following General Procedure A, the title compound (515 mg, 49%) was prepared from 2-amino-4-chlorobenzenethiol (161 mg, 1.01 mmol), crude 3-(chloromethyl)-5-nitro-1H-pyrazole, K2CO3 (468 mg, 3.39 mmol) in DMF (3 ml).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328067B2
Source datasetuspto-grants-2016_05
ORD IDord-e3fe8d72bc9f46a2a29d25e9e6153b18
Source noteuspto-grants-2016_05