Methyl Isocyanate → Bendiocarb

HRID 1438809Notes

Reaction equation

HRID 1438809 reaction equation
[CH3:1][C:2]1([CH3:12])[O:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([OH:11])[C:4]=2[O:3]1.[CH3:13][N:14]=[C:15]=[O:16]>C1C=CC=CC=1.C(N(CC)CC)C>[CH3:13][NH:14][C:15](=[O:16])[O:11][C:10]1[C:4]2[O:3][C:2]([CH3:12])([CH3:1])[O:6][C:5]=2[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 62765Bendiocarb phenol

Product 1

HCID 2314BendiocarbYield 85%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 241BenzeneSolvent

Procedure

2,2-Dimethyl-4-hydroxy-1,3-benzodioxole (14 parts) in benzene (25 parts) was treated with methyl isocyanate (6 parts) and a few drops of triethylamine with cooling. After standing for 30 minutes, the crystals of 2,2-dimethyl-1,3-benzodioxol-4-yl N-methylcarbamate which formed were filtered off and washed with benzene then with petroleum (boiling point below 40° C.) to yield the pure compound as a white solid, melting point 129°-130° C. (16 parts, 85% yield).

Workup

  1. temperaturewith cooling

Sources & evidence

ORD record
ord-4050249a3585401ab45badfa5dcdd345
Source dataset
uspto-grants-1977_11
Patent number
US04056625

Reaction notes

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