Methyl Isocyanate → HCID 54430848, compound

HRID 1731134Notes

Reaction equation

HRID 1731134 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:5]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:4][CH:3]=1.[CH3:20][N:21]=[C:22]=[O:23]>C1C=CC=CC=1>[CH3:20][NH:21][C:22]([N:13]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:5]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:2]([CH3:1])=[CH:3][N:4]=1)=[O:23]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 21495239HCID 21495239, compound

Product 1

HCID 54430848HCID 54430848, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 6.25 g (0.025 mol) of 5-methyl-1-phenyl-2-phenylamino imidazole (derivative No. 1), 1.44 g of methyl isocyanate (0.025 mol) and 20 ml of benzene are refluxed for 6 hours. After the solvent has been evaporated in vacuo, the residue is taken up in ether, filtered, and recrystallized from a mixture of isopropanol/isopropyl ether. 4.55 g of greyish-beige crystals are obtained in a yield of 59.5%, melting point 147° C measured by Koefler's block.

Workup

  1. temperatureare refluxed for 6 hours
  2. customAfter the solvent has been evaporated in vacuo
  3. filtrationfiltered
  4. customrecrystallized from a mixture of isopropanol/isopropyl ether

Sources & evidence

ORD record
ord-96cc65508aed453b96c0b3a1ae52f7b7
Source dataset
uspto-grants-1976_11
Patent number
US03995050

Reaction notes

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