Propylenediamine → 1-Methyl-2-(3-phenylureido)ethylamine

HRID 2083081Notes

Reaction equation

HRID 2083081 reaction equation
[C:1]1([NH:7][C:8](=[O:12])OCC)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:13][CH2:14][CH:15]([NH2:17])[CH3:16]>>[CH3:16][CH:15]([NH2:17])[CH2:14][NH:13][C:8]([NH:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:12]

Participants

3

Reactant 2

HCID 6567PropylenediamineHCID 7591Ethyl N-phenylcarbamate

Product 1

HCID 536666351-Methyl-2-(3-phenylureido)ethylamine

Conditions

Temperature
125 °C

Procedure

A mixture of ethyl phenylcarbamate (50 g.) and 1,2-diaminopropane (105 g.) is heated at 125° C. for 17 hours and cooled, and the excess of amine is removed by evaporation under reduced pressure. The residue is dissolved in ethyl acetate and the solution is washed with saturated brine, dried and evaporated to dryness. The residue is triturated with toluene and there is thus obtained as solid residue 1-methyl-2-(3-phenylureido)ethylamine, which is used without further purification.

Workup

  1. temperaturecooled
  2. customthe excess of amine is removed by evaporation under reduced pressure
  3. dissolutionThe residue is dissolved in ethyl acetate
  4. washthe solution is washed with saturated brine
  5. customdried
  6. customevaporated to dryness
  7. customThe residue is triturated with toluene and there

Sources & evidence

ORD record
ord-d2c5a137ffe14eac994bb09f31d7b551
Source dataset
uspto-grants-1978_04
Patent number
US04083992

Reaction notes

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