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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 727824Generated: November 2, 2026

Water → 1-[Bis(dimethylamino)phosphinyl]-2-cyano-4-(2,4-dichlorophenyl)imidazole

https://huagongshe.com/reaction/727824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantN,N,N',N'-Tetramethylphosphorodiamidic chlorideHCID 74150—
ReactantHCID 178510565HCID 178510565—
SolventTetrahydrofuranHCID 8028—
Product1-[Bis(dimethylamino)phosphinyl]-2-cyano-4-(2,4-dichlorophenyl)imidazoleHCID 19825144—

Reaction Steps

A solution of 2-cyano-4-(2,4-dichlorophenyl)imidazole (1.0 g) in tetrahydrofuran (30 ml) was treated with sodium hydride (0.16 g of 80% dispersion in oil) at 0°. A solution of tetramethylphosphorodiamidic chloride (0.89 g) in tetrahydrofuran (10 ml) was added dropwise and the mixture stirred for 11/2 hours under nitrogen. It was then poured into water, stirred, and the precipitate filtered, dried and recrystalllsed from toluene/hexane to give 1-[bis(dimethylamino)phosphinyl]-2-cyano-4-(2,4-dichlorophenyl)imidazole, m.p. 140.5°-1°. (Compound 6).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05045557
Source datasetuspto-grants-1991_09
ORD IDord-518852623cd1434a8a514a92090da72c
Source noteuspto-grants-1991_09