Triethylamine → Ethyl N-(4-methyl-2-oxazolyl)carbamate

HRID 46759

Reaction equation

HRID 46759 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[NH2:7][C:8]1[O:9][CH:10]=[C:11]([CH3:13])[N:12]=1.C(N(CC)CC)C>CCOCC>[CH3:13][C:11]1[N:12]=[C:8]([NH:7][C:2](=[O:3])[O:4][CH2:5][CH3:6])[O:9][CH:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 5358244-Methyloxazol-2-amine

Product 1

HCID 23468960Ethyl N-(4-methyl-2-oxazolyl)carbamate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Ethyl chloroformate (1.05 ml, 0.011 mol) was added dropwise to a stirred solution of 2-amino-4-methyloxazole (1.0 g, 0.010 mol) and triethylamine (1.5 ml, 0.011 mol) in dry ether (50 ml) at 5°-10° C. The mixture was stirred for 2 hours at 0°-5° C. then the white solid was filtered off and washed well with water to remove triethylamine hydrochloride. Residue (0.5 g) was recrystallised from chloroform-petroleum spirit, m.p. 126° C.

Workup

  1. filtrationthe white solid was filtered off
  2. washwashed well with water
  3. customto remove triethylamine hydrochloride
  4. customResidue (0.5 g) was recrystallised from chloroform-petroleum spirit, m.p. 126° C.

Sources & evidence

ORD record
ord-293f27be2e06490ea50a569219038416
Source dataset
uspto-grants-1979_11
Patent number
US04175131

Linked notes

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