3-Amino-5-methylisoxazole → Urea, N-(2,6-dimethylphenyl)-N'-(5-methyl-3-isoxazolyl)-

HRID 345779Notes

Reaction equation

HRID 345779 reaction equation
[N-:1]=[C:2]=[O:3].[NH2:4][C:5]1[CH:9]=[C:8]([CH3:10])[O:7][N:6]=1.[C:11]1([CH3:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH2:18]1COCC1>>[CH3:17][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH3:18])[C:12]=1[NH:1][C:2]([NH:4][C:5]1[CH:9]=[C:8]([CH3:10])[O:7][N:6]=1)=[O:3]

Participants

4

Reactant 3

HCID 661723-Amino-5-methylisoxazoleHCID 105034IsocyanateHCID 22635083Tetrahydrofuran toluene

Product 1

HCID 3076190Urea, N-(2,6-dimethylphenyl)-N'-(5-methyl-3-isoxazolyl)-Yield 64%

Procedure

7 g (0.04 mole) of the preceding isocyanate, 4 g (0.04 mole) of 3-amino 5-methyl isoxazole are heated at reflux for 16 h in a toluene THF mixture (100--100 ml). The precipitate formed is filtered off, the solution is concentrated. The crystals are recrystallized from an ethanol-water mixture. M.p.=200° Yield 64%.

Workup

  1. customThe precipitate formed
  2. filtrationis filtered off
  3. concentrationthe solution is concentrated
  4. customThe crystals are recrystallized from an ethanol-water mixture

Sources & evidence

ORD record
ord-da7c80cb45cc4c34913e3b085b3ae8ed
Source dataset
uspto-grants-1991_10
Patent number
US05059614

Reaction notes

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