Water → HCID 23344798, compound

HRID 436354Notes

Reaction equation

HRID 436354 reaction equation
Cl.[C:2]([NH:6][NH2:7])([CH3:5])([CH3:4])[CH3:3].[C-:8]#[N:9].[Na+].O.[C:12]1(=O)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>C(O)C>[C:2]([NH:6][NH:7][C:12]1([C:8]#[N:9])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)([CH3:5])([CH3:4])[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 7967CyclohexanoneHCID 8929Sodium CyanideHCID 81889tert-Butylhydrazine monohydrochloride

Product 1

HCID 23344798HCID 23344798, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a rapidly stirred solution of 24.8 g. (0.2 m.) tert.-butylhydrazine hydrochloride and 9.8 g. (0.2 m.) sodium cyanide in 100 ml. of deionized water in a 250 ml. 4 neck round bottom flask, was added a solution of 19.6 g. (0.2 m.) of cyclohexanone in 15 ml. of ethanol. The reaction was stirred for 5 hours at room temperature and the allowed to stand overnight. The next morning the reaction was stirred an additional hour and filtered. The product was dried at 30° C. in a vacuum oven. The yield was 36.3 g. (93.5%) of a white solid melting at 70°-73° C. The white solid evolves HCN on exposure to air over extended periods. The infra-red spectrum contained strong NH bands, a cyano band and did not contain any carbonyl or imino bands. Thus the infra-red spectrum was consistent with the structure of the desired product.

Workup

  1. addition4 neck round bottom flask, was added a solution of 19.6 g
  2. waitto stand overnight
  3. stirringThe next morning the reaction was stirred an additional hour
  4. filtrationfiltered
  5. customThe product was dried at 30° C. in a vacuum oven
  6. waitThe white solid evolves HCN on exposure to air over extended periods

Sources & evidence

ORD record
ord-83a0d2ed76ec4c3ab245098852e01fce
Source dataset
uspto-grants-1977_02
Patent number
US04008273

Reaction notes

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