Methoxyacetyl chloride → Methyl 3-(2,6-dimethylphenyl)-3-methoxyacetyl-carbazate

HRID 435442Notes

Reaction equation

HRID 435442 reaction equation
[CH3:1][O:2][C:3](=[O:14])[NH:4][NH:5][C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:13].[CH3:15][O:16][CH2:17][C:18](Cl)=[O:19]>C(Cl)Cl>[CH3:12][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:13])[C:6]=1[N:5]([C:18](=[O:19])[CH2:17][O:16][CH3:15])[NH:4][C:3]([O:2][CH3:1])=[O:14]

Participants

4

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 13097166Methyl 3-(2,6-dimethylphenyl)-carbazate

Product 1

HCID 13097167Methyl 3-(2,6-dimethylphenyl)-3-methoxyacetyl-carbazate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3 g of methyl-3-(2,6-dimethylphenyl)-carbazate were dissolved in 40 ml of methylene chloride (CH2Cl2). While stirring at room temperature, 1.7 g of methoxyacetyl chloride were gradually dropped into the solution. The reaction mixture was stirred at room temperature for 3 hours. It was then washed with 20 ml of H2O, 30 ml of a solution of NaHCO3 at 5% and 30 ml of H2O. It was anhydrified on anhydrous Na2SO4 and the solvent was removed by evaporation.

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 3 hours
  2. washIt was then washed with 20 ml of H2O, 30 ml of a solution of NaHCO3 at 5% and 30 ml of H2O
  3. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-8026bbdff0464b36bbaccb499392ddbc
Source dataset
uspto-grants-1983_08
Patent number
US04401675

Reaction notes

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