Dimethylidenebutanedinitrile → HCID 86734279, compound

HRID 1973703Notes

Reaction equation

HRID 1973703 reaction equation
[CH2:1]=[C:2]([C:7]#[N:8])[C:3]([C:5]#[N:6])=[CH2:4].C(C#N)CC=[CH:12][CH2:13][CH:14]([C:18]#[N:19])[CH2:15][CH2:16][CH3:17]>C(Cl)Cl>[CH2:3]([C:5]#[N:6])[CH2:2][CH2:1][CH2:1][C:2]([C:7]#[N:8])=[C:3]([C:5]#[N:6])[CH2:4][CH2:12][CH2:13][CH:14]([C:18]#[N:19])[CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 12362041DimethylidenebutanedinitrileHCID 86734280HCID 86734280, compound2×

Product 1

HCID 86734279HCID 86734279, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A further preparation employed 1,3-butadiene-2,3-dicarbonitrile in a condensation reaction with 9-oxatricyclo[4.2.12,5.0]non-3-ene-1,6-dicarbonitrile utilizing methylene chloride as diluent under room temperature conditions and a contacting time of about 5 days. By this method, a conversion of about 50 percent was obtained based on the 9-oxatricyclo[4.2.12,5.0]non-3-ene-1,6-dicarbonitrile, resulting in nearly 100 percent ultimate yields of 13-oxatetracyclo[8.2.12,9.0.03,8 ]tridec-5-ene-1,5,6,10-tetracarbonitrile.

Workup

  1. customA further preparation
  2. customdiluent under room temperature
  3. customa contacting time of about 5 days
  4. customBy this method, a conversion of about 50 percent was obtained
  5. customresulting in nearly 100 percent

Sources & evidence

ORD record
ord-de27b2127843425cba5be0eb2657c038
Source dataset
uspto-grants-1976_12
Patent number
US03998853

Reaction notes

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