Hydrochloric Acid → N-{2-[(Oxan-2-yl)oxy]ethyl}urea

HRID 918399Notes

Reaction equation

HRID 918399 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH2:9][NH2:10].[N-:11]=[C:12]=[O:13].[K+].Cl>O>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH2:9][NH:10][C:12]([NH2:11])=[O:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10820667HCID 10820667, compoundHCID 11051572Potassio isocyanate

Product 1

HCID 12850116N-{2-[(Oxan-2-yl)oxy]ethyl}ureaYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 33.2 g of 2-(tetrahydropyran-2-yloxy)-ethylamine, 50 g of ice, and a solution of 35 g of potassium isocyanate in 80 ml of water is stirred well as 45.6 ml of 5N hydrochloric acid (cooled to -40°C) is added in one portion. The resulting solution is refluxed for 90 minutes, cooled, and extracted with four 150 ml portions of chloroform. The chloroform extract is dried and evaporated in vacuo to give 39.6 g of oil.

Workup

  1. additionis added in one portion
  2. temperatureThe resulting solution is refluxed for 90 minutes
  3. temperaturecooled
  4. extractionextracted with four 150 ml portions of chloroform
  5. extractionThe chloroform extract
  6. customis dried
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-7828550b1b0d474f977a719cfd8fcfa3
Source dataset
uspto-grants-1976_07
Patent number
US03971773

Reaction notes

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