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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342038Generated: October 31, 2026

Formaldehyde → 1-Hydroxymethyl-4-chloro-3-(2-nitro-3-chlorophenyl)pyrazole

https://huagongshe.com/reaction/342038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant1,8-Diazabicyclo(5.4.0)undecen-7-eneHCID 21979529—
ReactantHCID 178526739HCID 178526739—
SolventTetrahydrofuranHCID 8028—
Product1-Hydroxymethyl-4-chloro-3-(2-nitro-3-chlorophenyl)pyrazoleHCID 5408905095.5%

Reaction Steps

0.40 ml of 1,8-diazabicyclo[5.4.0]undecen-7-ene is added, at room temperature, to a solution of 7.0 g (0.027 mol) of 4-chloro-3-(2-nitro-3-chlorophenyl)pyrazole and 2.40 g of paraformaldehyde in 100 ml of THF. The reaction mixture is stirred for 4 hours at room temperature, concentrated under reduced pressure and taken up in a mixture of 150 ml of water and 150 ml of methylene chloride. The organic phase is dried over magnesium sulphate and concentrated under vacuum. 7.40 g of 1-hydroxymethyl-4-chloro-3-(2-nitro-3-chlorophenyl)pyrazole melting at 146° C. are obtained (yield: 95.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05856514
Source datasetuspto-grants-1999_01
ORD IDord-d0443ada79b84d609269cc0acfa6d6ac
Source noteuspto-grants-1999_01