(2,3-Dichlorophenyl)oxoacetonitrile → HCID 178511371, compound

HRID 2270886Notes

Reaction equation

HRID 2270886 reaction equation
C(=O)(O)O.[NH2:5][NH:6][C:7]([NH2:9])=[NH:8].[Cl:10][C:11]1[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:12]=1[C:13]([C:15]#[N:16])=O>S(=O)(=O)(O)O.C(#N)C>[Cl:10][C:11]1[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:12]=1/[C:13](=[N:5]/[NH:6][C:7]([NH2:9])=[NH:8])/[C:15]#[N:16]

Participants

5

Reactant 2

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

Product 1

HCID 178511371HCID 178511371, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

Aminoguanidine bicarbonate (1.75 moles) was dissolved in 9.3-10.0 M sulphuric acid solution. A solution of 2,3-dichlorobenzoyl cyanide (1 mole) in acetonitrile was added and the suspension stirred at 20-30° C. for 42-48 hours. The crude product was filtered and washed with water. The solid was added to sodium hydroxide solution below 35° C., then the product was filtered, washed with water and dried at 80-90° C. to obtain 1.5 as a yellow solid in 66% yield.

Workup

  1. filtrationThe crude product was filtered
  2. washwashed with water
  3. additionThe solid was added to sodium hydroxide solution below 35° C.
  4. filtrationthe product was filtered
  5. washwashed with water
  6. customdried at 80-90° C.

Sources & evidence

ORD record
ord-e9c7147ae9594fa88bc3dc2d673e97a3
Source dataset
uspto-grants-2001_12
Patent number
US06333198B1

Reaction notes

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