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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1604315Generated: November 3, 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/1604315

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 numberUS05994355
Source datasetuspto-grants-1999_11
ORD IDord-a16d40e651f7413188d77af635a281ab
Source noteuspto-grants-1999_11