Potassium cyanate → 2-Dipropylamino-8-(2-ureido-ethyl)-1,2,3,4-tetrahydronaphthalene

HRID 728089Notes

Reaction equation

HRID 728089 reaction equation
[CH2:1]([N:4]([CH2:18][CH2:19][CH3:20])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([CH2:15][CH2:16][NH2:17])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[O-:21][C:22]#[N:23].[K+]>O.Cl>[CH2:18]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([CH2:15][CH2:16][NH:17][C:22]([NH2:23])=[O:21])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:19][CH3:20]

Participants

5

Reactant 2

HCID 11378442Potassium cyanateHCID 141812202-Dipropylamino-8-(2-aminoethyl)-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 141812232-Dipropylamino-8-(2-ureido-ethyl)-1,2,3,4-tetrahydronaphthalene

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent2×

Procedure

1.1 g (4 mmol) of 2-dipropylamino-8-(2-aminoethyl)-1,2,3,4-tetrahydronaphthalene were dissolved in 8 ml of water and 8 ml of 1N hydrochloric acid, and heated to +60° C. A solution of 3.24 g (40 mmol) of potassium cyanate and 15 ml of water was added dropwise at this temperature. The mixture was stirred for 1 h at +60° C. The mixture was then cooled and filtered under suction. The product was recrystallized from petroleum ether/diisopropyl ether with activated charcoal.

Workup

  1. temperatureThe mixture was then cooled
  2. filtrationfiltered under suction
  3. customThe product was recrystallized from petroleum ether/diisopropyl ether with activated charcoal

Sources & evidence

ORD record
ord-9ae48320a62d4581b241eb2f0ad76f32
Source dataset
uspto-grants-1991_09
Patent number
US05047422

Reaction notes

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