Methyl Isocyanate → HCID 53929565, compound

HRID 2072440Notes

Reaction equation

HRID 2072440 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:16])[CH:5]=[C:6]([CH3:15])[C:7]=1[NH:8][C:9](=[O:14])[CH2:10][O:11][CH2:12][CH3:13].[CH3:17][N:18]=[C:19]=[O:20]>C1(CC#N)C=CC=CC=1.C(N(CC)CC)C>[CH3:17][NH:18][C:19](=[O:20])[O:16][C:4]1[CH:3]=[C:2]([CH3:1])[C:7]([NH:8][C:9](=[O:14])[CH2:10][O:11][CH2:12][CH3:13])=[C:6]([CH3:15])[CH:5]=1

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 21409324HCID 21409324, compound

Product 1

HCID 53929565HCID 53929565, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 8794PhenylacetonitrileSolvent

Procedure

3,5-Dimethyl-4-ethoxyacetamidophenol (1.1g., 0.0049 mole, m.p. 157°-59° C., prepared by reaction of ethoxyacetyl chloride with 3,5-dimethyl-4-aminophenol) was reacted with methyl isocyanate (0.3g., 0.0053 mole) using benzeneacetonitrile as solvent and triethylamine as a catalyst. The reaction mixture was stirred at ambient temperature for 31/2 hours, followed by warming at about 45° C. for 2 hours. Solvents were removed under reduced pressure, and the residual solid recrystallized from diethylether and benzene (m.p. 112.5°-115° C.).

Workup

  1. temperatureby warming at about 45° C. for 2 hours
  2. customSolvents were removed under reduced pressure
  3. customthe residual solid recrystallized from diethylether and benzene (m.p. 112.5°-115° C.)

Sources & evidence

ORD record
ord-1cf7f51824a640328fbcd1a70c1aedf6
Source dataset
uspto-grants-1977_09
Patent number
US04051254

Reaction notes

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