N,N-Dimethylethylenediamine → 3-Pyridinecarbonitrile, 2-[[2-(dimethylamino)ethyl]amino]-4,6-dimethyl-

HRID 904892Notes

Reaction equation

HRID 904892 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH3:10])[CH:5]=[C:4]([CH3:11])[N:3]=1.[CH3:12][N:13]([CH3:17])[CH2:14][CH2:15][NH2:16]>>[CH3:12][N:13]([CH3:17])[CH2:14][CH2:15][NH:16][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH3:10])[CH:5]=[C:4]([CH3:11])[N:3]=1

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 2232612-Chloro-4,6-dimethyl-3-pyridinecarbonitrile

Product 1

HCID 34118773-Pyridinecarbonitrile, 2-[[2-(dimethylamino)ethyl]amino]-4,6-dimethyl-

Conditions

Temperature
105 °C

Procedure

A mixture of 2-chloro-3-cyano-4,6-dimethylpyridine (10.0 g, 60 mmol) and N,N-dimethyl-1,2-diaminoethane (10.6 g, 120 mmol) is heated at 105° C. for 20 hours. Added benzene, evaporated to dryness, dissolved residue in water, made basic with sodium carbonate and extract product into methylene chloride, dried and evaporated to give 13.4 g of oily title A product.

Workup

  1. customAdded benzene, evaporated to dryness
  2. dissolutiondissolved residue in water
  3. extractionextract product into methylene chloride
  4. customdried
  5. customevaporated
  6. customto give 13.4 g of oily title A product

Sources & evidence

ORD record
ord-ee2be81bdfd74efc91c78ad5d195ad40
Source dataset
uspto-grants-1983_12
Patent number
US04420615

Reaction notes

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