Methyl Isocyanate → HCID 13922925, compound

HRID 979645Notes

Reaction equation

HRID 979645 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH3:13])[C:3]=1[C:4]#[N:5].[CH3:14][N:15]=[C:16]=[O:17]>C1C=CC=CC=1>[C:4]([C:3]1[C:6]([O:12][CH3:13])=[C:7]([O:10][CH3:11])[CH:8]=[CH:9][C:2]=1[NH:1][C:16]([NH:15][CH3:14])=[O:17])#[N:5]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 13813702HCID 13813702, compound

Product 1

HCID 13922925HCID 13922925, compoundYield 35.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To 2-amino-5,6-dimethoxybenzonitrile (3.4 g, 19.0 mmol) dissolved in 50 ml of benzene, was added 30 mmol of methylisocyanate in benzene. The resultant mixture was refluxed for 0.75 hours and the tan precipitate which formed was collected by filtration. Recrystallization of the crude product from 2-propanol gave 1.59 g (34%) of the analytical urea, mp 236°-237.5°.

Workup

  1. customthe tan precipitate which formed
  2. filtrationwas collected by filtration
  3. customRecrystallization of the crude product from 2-propanol

Sources & evidence

ORD record
ord-5edb92b689fb4713b51d3b6c90505409
Source dataset
uspto-grants-1987_05
Patent number
US04668787

Reaction notes

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