Dimethylcarbamoyl Chloride → HCID 20396644, compound

HRID 972130Notes

Reaction equation

HRID 972130 reaction equation
[CH3:1][O:2][CH:3]([O:14][CH3:15])[CH2:4][O:5][C:6]1[CH:7]=[C:8]([OH:13])[CH:9]=[C:10]([CH3:12])[CH:11]=1.[CH3:16][N:17]([CH3:21])[C:18](Cl)=[O:19].C(N(CC)CC)C>C1(C)C(C)=CC=CC=1>[CH3:16][N:17]([CH3:21])[C:18](=[O:19])[O:13][C:8]1[CH:9]=[C:10]([CH3:12])[CH:11]=[C:6]([O:5][CH2:4][CH:3]([O:2][CH3:1])[O:14][CH3:15])[CH:7]=1

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 20396681HCID 20396681, compound

Product 1

HCID 20396644HCID 20396644, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
80 °C

Procedure

3-(2,2-Dimethoxyethoxy)-5-methylphenol (0.05 mole), N,N-dimethylcarbamoyl chloride (0.08 mole), triethylamine (0.05 mole) and xylene (50 ml) are charged into a glass reaction flask equipped with a mechanical stirrer, thermometer and reflux condenser. The mixture is stirred and heated at 80° C. for a period of about 12 hours. After this time the reaction mixture is cooled to room temperature and is filtered. The filtrate is then washed with water and dried over anhydrous magnesium sulfate. The dried solution is then filtered and stripped of solvent and unreacted starting materials to yield the desired product O-[3-(2,2-dimethoxyethoxy)-5-methylphenyl] N,N-dimethylcarbamate as the residue.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureAfter this time the reaction mixture is cooled to room temperature
  4. filtrationis filtered
  5. washThe filtrate is then washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationThe dried solution is then filtered

Sources & evidence

ORD record
ord-44bf1d9c288c4556a1481eee5a6f5c18
Source dataset
uspto-grants-1979_07
Patent number
US04163112

Reaction notes

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