Ethyl isocyanate → 1-Butyl-3-ethyl-1-(4-methyl-2-oxazolyl)urea

HRID 46755Notes

Reaction equation

HRID 46755 reaction equation
[CH2:1]([NH:5][C:6]1[O:7][CH:8]=[C:9]([CH3:11])[N:10]=1)[CH2:2][CH2:3][CH3:4].[CH2:12]([N:14]=[C:15]=[O:16])[CH3:13]>C1C=CC=CC=1>[CH2:1]([N:5]([C:6]1[O:7][CH:8]=[C:9]([CH3:11])[N:10]=1)[C:15]([NH:14][CH2:12][CH3:13])=[O:16])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 122952262-Oxazolamine, N-butyl-4-methyl-

Product 1

HCID 234689611-Butyl-3-ethyl-1-(4-methyl-2-oxazolyl)urea

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 2-butylamino-4-methyloxazole (15.0 g, 0.0972 mol) and ethyl isocyanate (7.6 g, 0.107 mol) in dry benzene was heated under reflux for 2 hours and then evaporated to dryness. The residual oil was dissolved in ether and the solution was washed with 2N HCl, dried and evaporated. The residue was distilled under vacuum b.p. 128° C./1.0 mm. IR 3275, 1696, 1590 cm-1.

Workup

  1. temperatureunder reflux for 2 hours
  2. customevaporated to dryness
  3. dissolutionThe residual oil was dissolved in ether
  4. washthe solution was washed with 2N HCl
  5. customdried
  6. customevaporated
  7. distillationThe residue was distilled under vacuum b.p. 128° C./1.0 mm

Sources & evidence

ORD record
ord-c7c7188d95c946e986f4155766643307
Source dataset
uspto-grants-1979_11
Patent number
US04175131

Reaction notes

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