Hydrogen Cyanide → HCID 20510502, compound

HRID 1758015Notes

Reaction equation

HRID 1758015 reaction equation
[Cl:1][C:2]([Cl:17])([Cl:16])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([Cl:15])([Cl:14])[Cl:13])[CH:11]=1)[C:6](Cl)=[O:7].[CH3:18][N:19](C)CC1C=CC=CC=1.C#N.[C-]#N.[K+]>C(Cl)Cl.O>[Cl:1][C:2]([Cl:17])([Cl:16])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([Cl:15])([Cl:14])[Cl:13])[CH:11]=1)[C:6]([C:18]#[N:19])=[O:7]

Participants

7

Reactant 4

HCID 768Hydrogen CyanideHCID 7681N,N-DimethylbenzylamineHCID 9032Potassium CyanideHCID 10134024HCID 10134024, compound

Product 1

HCID 20510502HCID 20510502, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

78 g of 3,5-bis-(trichloromethyl)-benzoyl chloride and 0.4 g of dimethylbenzylamine are dissolved in 500 ml of methylene chloride and, at -15° C., first a solution of 10 ml of hydrogen cyanide in 50 ml of methylene chloride and then a solution of 12.4 g of potassium cyanide in 20 ml of water are added dropwise. After 11/2 hours, the mixture is dried by means of sodium sulfate stirred in, the inorganic salts are filtered off with suction and the solvent is stripped off in vacuo. On addition of ether, 14 g (18% of theoretical) of dimeric 3,5-bis-(trichloromethyl)-benzoyl cyanide crystallize out from the remaining viscous residue. The remaining monomeric product is purified by double distillation in a bulb tube.

Workup

  1. dry with materialAfter 11/2 hours, the mixture is dried by means of sodium sulfate
  2. filtrationare filtered off with suction
  3. additionOn addition of ether, 14 g (18% of theoretical) of dimeric 3,5-bis-(trichloromethyl)-benzoyl cyanide
  4. customcrystallize out from the remaining viscous residue
  5. distillationThe remaining monomeric product is purified by double distillation in a bulb tube

Sources & evidence

ORD record
ord-d673b7274c17437ba4a214f9667e6e1c
Source dataset
uspto-grants-1983_02
Patent number
US04371607

Reaction notes

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