Benzyl chloroformate → HCID 20566336, compound

HRID 848172Notes

Reaction equation

HRID 848172 reaction equation
[CH2:1]([O:8][C:9](Cl)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19][CH2:20][C:21]1[N:25]=[CH:24][O:23][N:22]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[CH2:1]([O:8][C:9]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19][CH2:20][C:21]1[N:25]=[CH:24][O:23][N:22]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 10387Benzyl chloroformateHCID 11430Potassium CarbonateHCID 3057622Benzenamine, 2-((1,2,4-oxadiazol-3-ylmethyl)thio)-

Product 1

HCID 20566336HCID 20566336, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of benzylchloroformate (3.79 g) and 3-(2-aminophenylthiomethyl)-1,2,4-oxadiazole (3.1 g) in dioxan (75 ml) containing potassium carbonate (3.15 g) was refluxed for 1 hour. Solvent was then removed by evaporation under reduced pressure to give a colourless solid which was re-crystallised from hexane to give 3-(2-benzyloxycarbonylaminophenylthiomethyl)-1,2,4-oxadiazole, m.p. 41°.

Workup

  1. temperaturewas refluxed for 1 hour
  2. customSolvent was then removed by evaporation under reduced pressure
  3. customto give a colourless solid which
  4. customwas re-crystallised from hexane

Sources & evidence

ORD record
ord-44be2cb32f404a8c93de1ca7462d8589
Source dataset
uspto-grants-1981_10
Patent number
US04294843

Reaction notes

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