Hydrogen Cyanide → HCID 23344788, compound

HRID 1579165Notes

Reaction equation

HRID 1579165 reaction equation
[C:1]([NH:5][N:6]=[C:7]([CH:9]1[CH2:11][CH2:10]1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[CH:12]#[N:13]>>[C:1]([NH:5][NH:6][C:7]([C:12]#[N:13])([CH:9]1[CH2:10][CH2:11]1)[CH3:8])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 768Hydrogen CyanideHCID 85772048HCID 85772048, compound

Product 1

HCID 23344788HCID 23344788, compound

Procedure

A solution of 8.7g methyl cyclopropyl ketone t-butylhydrazone in 20 ml liquid hydrocyanic acid was heated for 6 hours in a pressure bottle at 60°C. The solution was cooled, poured into ice water and the aqueous solution extracted twice with ether. The ether extracts were combined, washed with saturated sodium bicarbonate solution, dried over sodium sulfate, filtered and the ether evaporated off. The yield was 10.0g (99%) of a brown liquid. The infrared spectrum was consistent with the structure of the proposed product.

Workup

  1. temperatureThe solution was cooled
  2. extractionthe aqueous solution extracted twice with ether
  3. washwashed with saturated sodium bicarbonate solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customthe ether evaporated off

Sources & evidence

ORD record
ord-260d94e5ef154812a94e6f760bba7180
Source dataset
uspto-grants-1976_01
Patent number
US03931143

Reaction notes

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