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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 343620Generated: October 30, 2026

N-Nitrosodiethylamine → Bicyclo[2.2.1]hept-2-ene-1-carbonitrile

https://huagongshe.com/reaction/343620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-NitrosodiethylamineHCID 5921—
ReactantDicyclopentadieneHCID 6492—
ReactantAcrylonitrileHCID 7855—
ProductBicyclo[2.2.1]hept-2-ene-1-carbonitrileHCID 1973757593%

Reaction Steps

Example 1 was repeated except that N-nitrosodiethylamine was used in place of N-nitrosodiphenylamine. N-nitrosodiethylamine was added to a mixed solution of dicyclopentadiene and acrylonitrile in an amount of 0.005% by weight. As a result, cyanonorbornene was continuously obtained with an average yield of 93% by mole. In this example, the amount of the soluble polymer produced was 0.01% by weight at the beginning of the reaction, which did not change significantly in 60 days after the initiation of the reaction. In addition , the operation was stopped after 80 days from the initiation to inspect in detail the inlet for the raw material, the inner wall, the outlet for the reaction solution and the-stirrer of the autoclave. No insoluble polymer was found to adhere to those surfaces.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05861528
Source datasetuspto-grants-1999_01
ORD IDord-24e5eb401eef406f849487cc7dd2c942
Source noteuspto-grants-1999_01