Hydrochloric Acid → Urea, (3-methoxyphenethyl)-

HRID 1784062Notes

Reaction equation

HRID 1784062 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][NH2:11])[CH:6]=[CH:7][CH:8]=1.Cl.[O-:13][C:14]#[N:15].[K+]>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][NH:11][C:14]([NH2:15])=[O:13])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 748663-MethoxyphenethylamineHCID 11378442Potassium cyanate

Product 1

HCID 3052719Urea, (3-methoxyphenethyl)-Yield 83.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 2-(3-methoxy-phenyl)-ethylamine (1) (50.0 g, 331 mmol) and concentrated HCl (27.6 mL) in water (350 mL), potassium cyanate (28.2 g, 348 mmol) was added and stirred at 50° C. for 2 hours, then at room temperature for 2 days. Formed precipitate was collected by filtration. The solid was washed with water and dried under reduced pressure to give the title compound (53.4 g, 83%). MS (ESI) (M+H)+ 195.

Workup

  1. waitat room temperature for 2 days
  2. customFormed precipitate
  3. filtrationwas collected by filtration
  4. washThe solid was washed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-9d805015ed7f431bbc8d0c72fbb7b28f
Source dataset
uspto-grants-2009_03
Patent number
US07501512B2

Reaction notes

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