Methyl chloroformate → HCID 86734405, compound

HRID 1415133Notes

Reaction equation

HRID 1415133 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].[N:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[O:16][N:15]=[C:14]([C:17]2[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=2)[N:13]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[N:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[O:16][N:15]=[C:14]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:2](=[O:3])[O:4][CH3:5])=[CH:19][CH:18]=2)[N:13]=1

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 11430Potassium CarbonateHCID 21483715HCID 21483715, compound

Product 1

HCID 86734405HCID 86734405, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.4 g. (0.015 mole) of methyl chloroformate is added to a mixture of 2.4 g. (0.01 mole) of 5-(2-pyridyl)-3-(4-aminophenyl)-1,2,4-oxadiazole, from part (b), and 2.1 g. of potassium carbonate in 50 cc. of dioxane. The resulting mixture is refluxed for 0.5 hours. It is then concentrated to dryness and the residue is crystallized from benzeneethyl acetate to yield [4-[5-(2-pyridyl)-1,2,4-oxadiazol-3-yl]-phenyl]carbamic acid, methyl ester.

Workup

  1. temperatureThe resulting mixture is refluxed for 0.5 hours
  2. concentrationIt is then concentrated to dryness
  3. customthe residue is crystallized from benzeneethyl acetate

Sources & evidence

ORD record
ord-43c7167e6f1c48e1a4f90e047e639f63
Source dataset
uspto-grants-1977_01
Patent number
US04003909

Reaction notes

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