Ethyl chloroformate → HCID 20566350, compound

HRID 848171Notes

Reaction equation

HRID 848171 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14][CH2:15][C:16]1[N:20]=[CH:19][O:18][N:17]=1>C1C=CC=CC=1>[CH2:5]([O:4][C:2]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14][CH2:15][C:16]1[N:20]=[CH:19][O:18][N:17]=1)=[O:3])[CH3:6]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 3057622Benzenamine, 2-((1,2,4-oxadiazol-3-ylmethyl)thio)-

Product 1

HCID 20566350HCID 20566350, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of ethyl chloroformate (0.55 g) in benzene (10 ml) was added dropwise to a solution of 3-(2-aminophenylthiomethyl)-1,2,4-oxadiazole (2.07 g) in benzene (10 ml). The reaction mixture was then stirred for 2 days, filtered and the filtrate evaporated under reduced pressure to give an oil which crystallised on standing. Re-crystallisation from isopropanol gave 3-(2-ethoxycarbonylaminophenylthiomethyl)-1,2,4-oxadiazole, m.p. 55°.

Workup

  1. filtrationfiltered
  2. customthe filtrate evaporated under reduced pressure
  3. customto give an oil which
  4. customcrystallised

Sources & evidence

ORD record
ord-c2b1806fbbdb457392ca9e5d57664cd3
Source dataset
uspto-grants-1981_10
Patent number
US04294843

Reaction notes

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