1,2-Ethanediamine, N1,N1-bis(1-methylethyl)- → HCID 13277352, compound

HRID 904889Notes

Reaction equation

HRID 904889 reaction equation
[CH:1]([N:4]([CH:8]([CH3:10])[CH3:9])[CH2:5][CH2:6][NH2:7])([CH3:3])[CH3:2].Cl[C:12]1[C:17]([C:18]#[N:19])=[C:16]([CH3:20])[CH:15]=[C:14]([CH3:21])[N:13]=1>C(N(CC)CC)C>[CH:1]([N:4]([CH:8]([CH3:10])[CH3:9])[CH2:5][CH2:6][NH:7][C:12]1[C:17]([C:18]#[N:19])=[C:16]([CH3:20])[CH:15]=[C:14]([CH3:21])[N:13]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 84591,2-Ethanediamine, N1,N1-bis(1-methylethyl)-HCID 2232612-Chloro-4,6-dimethyl-3-pyridinecarbonitrile

Product 1

HCID 13277352HCID 13277352, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of N,N-diisopropyl-1,2-diaminoethane (10.8 g, 75 mmol) and 2-chloro-3-cyano-4,6-dimethylpyridine (12.5 gm, 75 mmol) in triethylamine (20 ml) is heated at 90° C. for 17 hours. The excess triethylamine is removed under vacuum and the residue is dissolved in chloroform, washed with water, dried over anhydrous sodium sulfate and evaporated to give essentially pure product (20.8 g) which is used in subsequent reactions. The title A product can be crystallized from methanol to give 13.6 g; m.p. 65°-68° C.

Workup

  1. customThe excess triethylamine is removed under vacuum
  2. dissolutionthe residue is dissolved in chloroform
  3. washwashed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-8308e5b5e85a46899d00bb623f807eeb
Source dataset
uspto-grants-1983_12
Patent number
US04420615

Reaction notes

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