Water → HCID 14181209, compound

HRID 2351471Notes

Reaction equation

HRID 2351471 reaction equation
[CH2:1]([N:4]([CH2:17][CH2:18][CH3:19])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([CH2:15][NH2:16])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[O-:20][C:21]#[N:22].[K+].O.C(OCC)C>Cl>[CH2:17]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([CH2:15][NH:16][C:21]([NH2:22])=[O:20])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)[CH2:18][CH3:19]

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 11378442Potassium cyanateHCID 14181206HCID 14181206, compound

Product 1

HCID 14181209HCID 14181209, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2.6 g (10 mmol) of 2-dipropylamino-8-aminomethyl-1,2,3,4-tetrahydronaphthalene were dissolved in 22 ml of 1N hydrochloric acid under nitrogen. A solution of 0.81 g (10 mmol) of potassium cyanate and 6 ml of water was subsequently added dropwise at a maximum of +25° C., and the batch was allowed to react for 4 h at room temperature. 20 ml of diethyl ether were then added. The aqueous phase was separated off and adjusted to pH 9 using 1N sodium hydroxide solution. The precipitated reaction product was filtered off under suction and dried at +40° C. in vacuo. The product was purified by recrystallization from methanol.

Workup

  1. customto react for 4 h at room temperature
  2. customThe aqueous phase was separated off
  3. customThe precipitated reaction product
  4. filtrationwas filtered off under suction
  5. customdried at +40° C. in vacuo
  6. customThe product was purified by recrystallization from methanol

Sources & evidence

ORD record
ord-a6901314dffc40b59d64ec78bdc5f00d
Source dataset
uspto-grants-1989_10
Patent number
US04873262

Reaction notes

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