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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1292542Generated: October 31, 2026

Ammonia → N-BENZYLIDENE-2-PROPYNYLAMINE

https://huagongshe.com/reaction/1292542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantBenzaldehydeHCID 240—
Reactantpropargyl mesylateHCID 305925—
SolventTolueneHCID 1140—
ProductN-BENZYLIDENE-2-PROPYNYLAMINEHCID 4172560—

Reaction Steps

An aqueous 28% ammonia solution (166.4 g, 2.74 mol) and benzaldehyde (30.6 g, 0.288 mol) were mixed and a solution prepared by dissolving propargyl methanesulfonate (36.7 g, 0.274 mol) in 147 g of toluene was added dropwise at 20°-25° C. over 3 hours to the solution, followed by stirring at the same temperature for 3 hours. After separating, the organic phase and aqueous phase were obtained. The organic phase obtained by washing the aqueous phase twice with 25 g of toluene was combined with the above organic phase and concentrated until the weight became 78 g to obtain a toluene solution of N-benzylidene-2-propynylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05756769
Source datasetuspto-grants-1998_05
ORD IDord-f97151275f8f48e48ff2cf6411285c3d
Source noteuspto-grants-1998_05