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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 321990Generated: October 28, 2026

2-Isocyanato-1,1-dimethoxyethane → 1-Benzylidene-2-[4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl]-4-(2,2-dimethoxyethyl)semicarbazide

https://huagongshe.com/reaction/321990

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Isocyanato-1,1-dimethoxyethaneHCID 15455641—
ReactantBenzaldehyde 4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl hydrazoneHCID 86754869—
Catalyst1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
SolventAcetonitrileHCID 6342—
Product1-Benzylidene-2-[4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl]-4-(2,2-dimethoxyethyl)semicarbazideHCID 5438487087.8%

Reaction Steps

In 20 ml of acetonitrile was suspended 3.2 g of benzaldehyde 4-(4-chloro-α-cyanobenzyl)-3,5-dichlorophenyl hydrazone. To the suspension were added 1.5 g of 2,2-dimethoxyethyl isocyanate and 20 mg of DBU. The reaction was allowed to proceed for one hour at room temperature, then the resulting crystalline precipitate was collected by filtration, which was washed with hexane, followed by drying to afford 3.7 g of the titled compound as colorless crystals, m.p.190-191° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211178B1
Source datasetuspto-grants-2001_04
ORD IDord-7be63c5bd358412eadf060c3f72230a0
Source noteuspto-grants-2001_04