2-Amino-1-propene-1,1,3-tricarbonitrile → (E,E)-2-(1-Amino-2,2-dicyanoethenyl)-3-(4-nitrostyryl)acrylonitrile

HRID 392484Notes

Reaction equation

HRID 392484 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([CH:8]=[CH:9][CH:10]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:14][C:15]([CH2:21][C:22]#[N:23])=[C:16]([C:19]#[N:20])[C:17]#[N:18]>>[NH2:14][C:15](/[C:21](=[CH:10]\[CH:9]=[CH:8]\[C:7]1[CH:12]=[CH:13][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)/[C:22]#[N:23])=[C:16]([C:19]#[N:20])[C:17]#[N:18]

Participants

3

Reactant 2

HCID 133562-Amino-1-propene-1,1,3-tricarbonitrileHCID 156143-(4-Nitrophenyl)prop-2-enal

Product 1

HCID 86588371(E,E)-2-(1-Amino-2,2-dicyanoethenyl)-3-(4-nitrostyryl)acrylonitrile

Procedure

The compound was prepared as described in Example 3 by adding 4-nitrocinnamaldehyde (0.051 g, 0.29 mmol) to 2-amino-1-propene-1,1,3-tricarbonitrile (0.038 g, 0.29 mmol). After refluxing for 4 h and recrystallization from ethanol a yellow solid was obtained (0.08 g, 51%). The product gave the following analytical data:

Workup

  1. customThe compound was prepared
  2. temperatureAfter refluxing for 4 h
  3. customrecrystallization from ethanol a yellow solid
  4. customwas obtained (0.08 g, 51%)
  5. customThe product gave the following analytical data

Sources & evidence

ORD record
ord-f7bdd87b05274d70a960490cd9a1527e
Source dataset
uspto-grants-2004_10
Patent number
US06800659B2

Reaction notes

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