1-Chloroethyl chloroformate → HCID 67925078, compound

HRID 344688Notes

Reaction equation

HRID 344688 reaction equation
[Cl:1]C(OC(Cl)C)=O.C[N:9]1[CH2:14][CH2:13][CH:12]=[C:11]([C:15]2[O:16][CH:17]=[C:18]([CH3:20])[N:19]=2)[CH2:10]1>ClC(Cl)C>[ClH:1].[CH3:20][C:18]1[N:19]=[C:15]([C:11]2[CH2:10][NH:9][CH2:14][CH2:13][CH:12]=2)[O:16][CH:17]=1

Participants

4

Reactant 2

HCID 5213051-Chloroethyl chloroformateHCID 19612480HCID 19612480, compound

Product 1

HCID 67925078HCID 67925078, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

3.25 g of alpha-chloroethyl chloroformate is added at -5° C. under inert atmosphere to a solution of 3.65 g of [1-methyl-3-(4-methyl-oxazol-2-yl)-1,2,5,6-tetrahydropyridine] in 70 cm3 of dichloroethane, and the mixture is heated under reflux for 2 hours. The solvent is evaporated, the residue is taken up in ether, filtered, the solvent is evaporated, the residue is taken up in 30 cm3 of methanol, heated under reflux for 45 minutes and the solvent is eliminated. After crystallization from ethanol, 1.9 g of expected product is obtained.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. customThe solvent is evaporated
  4. filtrationfiltered
  5. customthe solvent is evaporated
  6. temperatureheated
  7. temperatureunder reflux for 45 minutes
  8. customAfter crystallization from ethanol

Sources & evidence

ORD record
ord-100b5ef0d2a14f87a7dd3681ab36662f
Source dataset
uspto-grants-1991_10
Patent number
US05053416

Reaction notes

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