Potassium Cyanide → 50346-47-9

HRID 1973444Notes

Reaction equation

HRID 1973444 reaction equation
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=O)[CH2:8]2.[C-]#N.[K+].[C:15](=[O:18])([O-])[O-].[NH4+:19].[NH4+:20].[CH2:21]([OH:23])C.O>O>[NH:19]1[C:21](=[O:23])[C:2]2([CH:3]3[CH2:9][CH:7]4[CH2:6][CH:5]([CH2:10][CH:1]2[CH2:8]4)[CH2:4]3)[NH:20][C:15]1=[O:18]

Participants

6

Reactant 4

HCID 9032Potassium CyanideHCID 64151AdamantanoneHCID 517111Ammonium CarbonateHCID 19096565Water ethanol

Product 1

HCID 28664650346-47-9

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
62 °C

Procedure

A mixture of 9.0 parts of adamantan-2-one, 5.8 parts of potassium cyanide and 19.2 parts of ammonium carbonate in 90 parts by volume of a 50% by volume ethanol-water mixture is heated in a bomb at 62° C. for 24 hours. Water is used to aid in transferring the material from the bomb and the ethanol is evaporated from the resulting mixture. The solid is separated by filtration, washed with water, dried, and then recrystallized from a mixture of water and pyridine or water, ethanol, and pyridine to give spiro[adamantane-2,4'-imidazoline]-2',5'-dione melting at about 290-293° C.

Workup

  1. customthe ethanol is evaporated from the resulting mixture
  2. customThe solid is separated by filtration
  3. washwashed with water
  4. customdried
  5. customrecrystallized from a mixture of water and pyridine or water, ethanol, and pyridine

Sources & evidence

ORD record
ord-3fd2221dbfa94b72a21c6c44f37233f8
Source dataset
uspto-grants-1976_12
Patent number
US03997572

Reaction notes

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