Water → HCID 14010441, compound

HRID 1195608Notes

Reaction equation

HRID 1195608 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:3]=1[O:4][NH2:5].[CH3:11][O:12]CNC(Cl)=O.[OH2:18].[N:19]1[CH:24]=CC=C[CH:20]=1>>[Cl:1][C:2]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:3]=1[O:4][NH:5][C:20](=[O:18])[N:19]([O:12][CH3:11])[CH3:24]

Participants

5

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 135748982,5-DichlorophenoxyamineHCID 20240754Carbamic chloride, methoxymethyl-

Product 1

HCID 14010441HCID 14010441, compoundYield 72%

Procedure

4.5 g (25 mmol) of 2,5-dichlorophenoxyamine was dissolved in 10 ml of pyridine, and then 5.6 g (38 mmol) of methoxymethylcarbamoyl chloride was added. The mixture was stirred at a temperature of from 25° to 30° C. for 12 hours. After an addition of 200 ml of water, the reaction mixture was extracted with ethyl acetate. The extract was washed with a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off, and precipitated crystals were recrystallized from ethyl acetate-hexane, whereby 4.8 g of the desired product was obtained (yield: 72%).

Workup

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe extract was washed with a saturated sodium chloride aqueous solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationEthyl acetate was distilled off
  5. customprecipitated crystals
  6. customwere recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-ca35ed77b33347ddab777ee96271579b
Source dataset
uspto-grants-1992_05
Patent number
US05112385

Reaction notes

Loading…