2-Dimethylaminopyridine → HCID 178512077, compound

HRID 1709158Notes

Reaction equation

HRID 1709158 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][CH2:9][CH2:10][NH2:11])[CH:2]=1.[CH3:12][N:13]([C:15]1C=CC=C[N:16]=1)C>C(#N)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[CH2:9][CH2:10][NH:11][C:12]2=[N:13][C:15]#[N:16])[CH:2]=1

Participants

4

Reactant 2

HCID 218852-DimethylaminopyridineHCID 106306911,2-Ethanediamine, N-(3-pyridinylmethyl)-

Product 1

HCID 178512077HCID 178512077, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

7.56 g of N-pyrid-3-ylmethylethylenediamine, 7.31 g of dimethyl-N-cyanothioiminocarbonate and 20 mg of dimethylaminopyridine in 50 ml of acetonitrile are heated at reflux for 3 hours. The product crystallises out when the mixture has cooled. The resulting crystals are filtered off and washed with ether, yielding the title compound of formula ##STR6## having a melting point of 126.5°-128.5° C. (compound No. 1).

Workup

  1. temperatureat reflux for 3 hours
  2. customThe product crystallises out when the mixture
  3. temperaturehas cooled
  4. filtrationThe resulting crystals are filtered off
  5. washwashed with ether

Sources & evidence

ORD record
ord-2651b701a76c499ebda8e0f6c7997f9f
Source dataset
uspto-grants-1990_08
Patent number
US04948798

Reaction notes

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