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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859756Generated: November 1, 2026

Dimethylamine → HCID 58764261, compound

https://huagongshe.com/reaction/859756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantHexamethylphosphoramideHCID 12679—
Reactant5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehydeHCID 19754692—
SolventWaterHCID 962—
ProductHCID 58764261HCID 5876426151.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

To mixture of 5-chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde (34 g, 0.17 mol) and HMPA (50 mL) was added a 40% aqueous solution of dimethylamine (66.3 mL). The reaction mixture was stirred for at 50° C. for 12 h, diluted with water (1 L), and the product was extracted with dichloromethane (2×100 mL). The combined organic layers were dried with sodium sulfate and evaporated. The liquid residue was purified chromatographically on silica gel using dichloromethane/ethyl acetate as eluent (1:3, Rf=0.25) to give 17.81 g (51.6%) of the title product. Satisfactory C,H,N-analysis was obtained. 1H NMR (400 MHz, DMSO-d6): δ 2.93 (s, 6H), 3.72 (s, 6H), 7.07 (t, J=56 Hz, 1H), 9.94 (s, 1H). GC-MS calcd for C8H11F2N3O: 203.09, found (M+): 203 m/z.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07151105B2
Source datasetuspto-grants-2006_12
ORD IDord-81b80fb6be9e4c96b13701db111943ee
Source noteuspto-grants-2006_12