Formaldehyde → HCID 15172252, compound

HRID 1195600Notes

Reaction equation

HRID 1195600 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[O:4][NH:5][C:6](=[O:11])[NH:7][CH2:8][CH2:9][CH3:10].[CH2:17]=[O:18].O>CN(C)C=O>[Cl:1][C:2]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[O:4][N:5]([CH2:17][OH:18])[C:6](=[O:11])[NH:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 962WaterHCID 13746391HCID 13746391, compound

Product 1

HCID 15172252HCID 15172252, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

In 10 ml of N,N-dimethylformamide was dissolved 2.0 g (7.6 mmoles) of 3-(2,5-dichlorophenoxy)-1-n-propyl-urea, and then 1.87 g (22.8 mmoles) of 37% aqueous formalin solution was added The mixture was stirred at 25° C. for 3 hours. Water (100 ml) was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The ethyl acetate was evaporated under reduced pressure The residue was recrystallized from ethyl acetate and toluene to give 1.4 g (yield 63%) of the desired compound as colorless crystals.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with a saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe ethyl acetate was evaporated under reduced pressure The residue
  5. customwas recrystallized from ethyl acetate and toluene

Sources & evidence

ORD record
ord-547f47a1d3a944538f7289fc86a2847e
Source dataset
uspto-grants-1992_05
Patent number
US05112385

Reaction notes

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