4-Methylphenyl isocyanate → HCID 14772191, compound

HRID 1462189Notes

Reaction equation

HRID 1462189 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[NH:13][N:12]=[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=2)[N:10]=1)[CH3:2].[CH3:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]=[C:30]=[O:31])=[CH:25][CH:24]=1>C(#N)C>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:13]([C:30](=[O:31])[NH:29][C:26]2[CH:27]=[CH:28][C:23]([CH3:22])=[CH:24][CH:25]=2)[N:12]=[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=2)[N:10]=1)[CH3:2]

Participants

4

Reactant 2

HCID 693254-Methylphenyl isocyanateHCID 1220003-(2-Ethylphenyl)-5-(3-methoxyphenyl)-1H-1,2,4-triazole

Product 1

HCID 14772191HCID 14772191, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 5 g (0.018 mole) of 5-(2-ethylphenyl)-3-(3-methoxyphenyl)-1H-1,2,4-triazole in 50 ml of anhydrous acetonitrile, 2,25 ml (0.018 mole) of 4-methylphenyl isocyanate were added. The resulting mixture was kept in the darkness for 18 hours, then the solid which formed was recovered by filtration and the mother liquors were brought to dryness under vacuum at room temperature. The obtained residue was taken up with 20 ml of diethyl ether, the mixture was filtered and the solid on the filter was collected with the solid deriving from the first filtration. 5.9 Grams (80%) of 5-(2-ethylphenyl)-3-(3-methoxyphenyl)-1-(4-methylphenylcarbamoyl)-1H-1,2,4-triazole were obtained. M.p. 141°-42° C. (from acetonitrile). Δδ=-0.24.

Workup

  1. customthe solid which formed
  2. filtrationwas recovered by filtration
  3. customwere brought to dryness under vacuum at room temperature
  4. filtrationthe mixture was filtered
  5. filtrationthe solid on the filter was collected with the solid deriving from the first filtration

Sources & evidence

ORD record
ord-57498824df9c4e25a0e7be7422b58256
Source dataset
uspto-grants-1984_07
Patent number
US04459302

Reaction notes

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