Potassium cyanate → 2-Dipropylamino-8-ureidoethoxy-1,2,3,4-tetrahydronaphthalene

HRID 1073126Notes

Reaction equation

HRID 1073126 reaction equation
[CH2:1]([N:4]([CH2:19][CH2:20][CH3:21])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([O:15][CH2:16][CH2:17][NH2:18])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[O-:22][C:23]#[N:24].[K+]>O.Cl>[CH2:19]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([O:15][CH2:16][CH2:17][NH:18][C:23]([NH2:24])=[O:22])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:20][CH3:21]

Participants

5

Reactant 2

HCID 11378442Potassium cyanateHCID 141812122-Dipropylamino-8-(2-aminoethoxy)-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 141812142-Dipropylamino-8-ureidoethoxy-1,2,3,4-tetrahydronaphthalene

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent2×

Procedure

1.45 g (5 mmol) of 2-dipropylamino-8-(2-aminoethoxy)-1,2,3,4-tetrahydronaphthalene were dissolved in 10 ml of water and 10 ml of 1 N hydrochloric acid. A solution of 4.1 g (50 mmol) of potassium cyanate and 20 ml of water was then added dropwise at a temperature of +60° C. The mixture was stirred for 3 h at +60° C., the reaction product precipitating. This was filtered off under suction, and the residue was stirred with hot petroleum ether. After cooling, the product was filtered off under suction.

Workup

  1. customthe reaction product precipitating
  2. filtrationThis was filtered off under suction
  3. stirringthe residue was stirred with hot petroleum ether
  4. temperatureAfter cooling
  5. filtrationthe product was filtered off under suction

Sources & evidence

ORD record
ord-0aae8ec2e8274c318bbdfb8a0795dc78
Source dataset
uspto-grants-1990_11
Patent number
US04968679

Reaction notes

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