Ethyl chloroformate → HCID 131712807, compound

HRID 986719Notes

Reaction equation

HRID 986719 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[O:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[C:16](=[N:19][OH:20])[C:17]#[N:18]>N1C=CC=CC=1>[O:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[C:16](=[N:19][O:20][C:2]([O:4][CH2:5][CH3:6])=[O:3])[C:17]#[N:18]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 136441615HCID 136441615, compound

Product 1

HCID 131712807HCID 131712807, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

12 g (0.11 mol) of ethyl chloroformate are added dropwise to a solution of 18.7 g (0.1 mol) of α-[benzoxazol-2-yl]-α-oximino-acetonitrile in 120 ml of pyridine, with ice-cooling. After stirring for 3 hours, the mixture is poured into 1 liter of ice-water and the residue is filtered off and washed with water: 23 g (89% of theory) of end product, which is recrystallised from acetonitrile; melting point 187° C.

Workup

  1. temperaturecooling
  2. filtrationthe residue is filtered off
  3. washwashed with water
  4. custom23 g (89% of theory) of end product, which is recrystallised from acetonitrile

Sources & evidence

ORD record
ord-a7a5cb8b5d514142827588e362d81c54
Source dataset
uspto-grants-1987_12
Patent number
US04715883

Reaction notes

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