4-Methylphenyl isocyanate → HCID 178426624, compound

HRID 1930734Notes

Reaction equation

HRID 1930734 reaction equation
[O:1]([CH2:8][C:9]1[NH:10][CH:11]=[C:12]([C:14]2[CH:27]=[CH:26][C:17]([O:18][C:19]3[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=3)=[CH:16][CH:15]=2)[N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:28][C:29]1[CH:34]=[CH:33][C:32]([N:35]=[C:36]=[O:37])=[CH:31][CH:30]=1>O1CCCC1>[CH3:28][C:29]1[CH:34]=[CH:33][C:32]([NH:35][C:36]([NH:23][C:22]2[CH:21]=[CH:20][C:19]([O:18][C:17]3[CH:26]=[CH:27][C:14]([C:12]4[N:13]=[C:9]([CH2:8][O:1][C:2]5[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=5)[NH:10][CH:11]=4)=[CH:15][CH:16]=3)=[CH:25][CH:24]=2)=[O:37])=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 693254-Methylphenyl isocyanateHCID 178507748HCID 178507748, compound

Product 1

HCID 178426624HCID 178426624, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture containing 4-{4-[2-(phenoxymethyl)-1H-imidazol-4-yl]phenoxy}aniline (0.2 g, 0.56 mmol) and paramethylphenylisocyanate (0.089 g, 0.67 mmol) in 3 ml of tetrahydrofuran is stirred for 24 hours at ambient temperature. The precipitate formed is filtered then the solid is stirred in a mixture of solvents such as isopropyl ether/ethyl acetate/isopropanol (5/4/1). After filtration then drying, a solid in the form of a beige powder is obtained with a yield of 73%.

Workup

  1. customThe precipitate formed
  2. filtrationis filtered
  3. stirringthe solid is stirred in a mixture of solvents such as isopropyl ether/ethyl acetate/isopropanol (5/4/1)
  4. filtrationAfter filtration
  5. customthen drying
  6. customa solid in the form of a beige powder is obtained with a yield of 73%

Sources & evidence

ORD record
ord-daf44d9dace14ceb9f5f88a47c5c1828
Source dataset
uspto-grants-2012_05
Patent number
US08188133B2

Reaction notes

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