Methyl chloroformate → HCID 20477998, compound

HRID 904893Notes

Reaction equation

HRID 904893 reaction equation
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][NH:5][C:6]1[C:11]([C:12]#[N:13])=[C:10]([CH3:14])[CH:9]=[C:8]([CH3:15])[N:7]=1.Cl[C:18]([O:20][CH3:21])=[O:19]>C1C=CC=CC=1>[C:12]([C:11]1[C:6]([N:5]([CH2:4][CH2:3][N:2]([CH3:16])[CH3:1])[C:18](=[O:19])[O:20][CH3:21])=[N:7][C:8]([CH3:15])=[CH:9][C:10]=1[CH3:14])#[N:13]

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 34118773-Pyridinecarbonitrile, 2-[[2-(dimethylamino)ethyl]amino]-4,6-dimethyl-

Product 1

HCID 20477998HCID 20477998, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of N,N-dimethyl-N'-(3-cyano-4,6-dimethyl-2-pyridyl)-1,2-diaminoethane (13.5 g, 62 mmol) in dry benzene (150 ml) is added methyl chloroformate (7.1 ml, 92 mmol) and then the resulting mixture is refluxed for 11/2 hours. This mixture is evaporated to dryness and the residue dissolved in water, washed with methylene chloride, made basic with sodium carbonate and the product extracted into methylene chloride. Upon evaporation of the solvent there is obtained 16.6 g of oily title B product.

Workup

  1. temperaturethe resulting mixture is refluxed for 11/2 hours
  2. customThis mixture is evaporated to dryness
  3. dissolutionthe residue dissolved in water
  4. washwashed with methylene chloride
  5. extractionthe product extracted into methylene chloride
  6. customUpon evaporation of the solvent there
  7. customis obtained 16.6 g of oily title B product

Sources & evidence

ORD record
ord-b96706175e974d22832a3403f14119e4
Source dataset
uspto-grants-1983_12
Patent number
US04420615

Reaction notes

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