Acetonitrile → HCID 178511372, compound

HRID 2269607Notes

Reaction equation

HRID 2269607 reaction equation
C(#N)C.[Cl:4][C:5]1[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([C:9]#[N:10])=O.C(=O)(O)O.[NH2:20][NH:21][C:22]([NH2:24])=[NH:23]>O>[C:22]([NH:21][N:20]=[C:7]([C:9]#[N:10])[C:6]1[CH:11]=[CH:12][CH:13]=[C:14]([Cl:15])[C:5]=1[Cl:4])(=[NH:23])[NH2:24]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 2735968(2,3-Dichlorophenyl)oxoacetonitrileHCID 178513185HCID 178513185, compound

Product 1

HCID 178511372HCID 178511372, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Reactor (0.5 L) was charged under nitrogen with acetonitrile (200 ml) and polyphosphoric acid (220 g), and the mixture was stirred for 0.5 hour to obtain an emulsion. Solid 2,3-dichlorobenzoyl cyanide (41 g, 0.2 mole; assay 97.5%) was added to the emulsion. Aminoguanidine bicarbonate (41 g, 0.3 mole; assay 99.0%) was added to the mixture in 5 equal portions during 2 hours at 30-40° C. The reaction mixture was stirred at 50° C. during 22 hours. Water (40 ml) was then added to the reaction mixture to obtain a clear homogeneous mixture. The mixture was dropped to water at slow stirring for 0.5 hour, and the precipitate was collected by filtration to give wet phosphate salt of 2,3-dichlorobenzoyl cyanide amidinohydrazone.

Workup

  1. customto obtain an emulsion
  2. stirringThe reaction mixture was stirred at 50° C. during 22 hours
  3. customto obtain a clear homogeneous mixture
  4. stirringat slow stirring for 0.5 hour
  5. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-55422a1ca6b74874aab04409183b9e3b
Source dataset
uspto-grants-2001_12
Patent number
US06329521B2

Reaction notes

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