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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 372668Generated: October 25, 2026

Dabco → Chlorpyrifos

https://huagongshe.com/reaction/372668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDabcoHCID 9237—
ReactantSodium HydroxideHCID 14798—
ReactantO,O-diethyl phosphorochloridothioateHCID 17305—
Reactantboric acid, sodium saltHCID 159383—
ReactantSodium 3,5,6-trichloropyridinateHCID 23699972—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductChlorpyrifosHCID 273097%

Reaction Conditions

Temperature42 °C

Reaction Steps

O,O-Diethyl phosphorochloridothioate (11.3 g., 0.06 mole) was added dropwise to a stirred mixture of (1) sodium 3,5,6-trichloro-2-pyridinate (13.2 g., 0.06 mole) in 30 ml. of methylene chloride and 74 ml. of water, (2) 1 mole percent triethylene diamine, (3) 1 mole percent benzyltriethylammonium chloride and (4) a pH buffer consisting of NaOH and sodium borate. The stirred reaction mixture was maintained at 42° C. for 1.5 hours, cooled to room temperature, and the organic phase separated from the aqueous phase. The organic phase was washed once with approximately 30 ml. water and the organic solvent removed under reduced pressure. The title compound was thus obtained in 97 percent yield, based on 100 percent conversion of starting materials. The product was of excellent purity (approximately 99% pure).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04092312
Source datasetuspto-grants-1978_05
ORD IDord-e2c5fe5102bb47d589f53de7466bdb0a
Source noteuspto-grants-1978_05