Toluene → HCID 20561101, compound

HRID 1155531Notes

Reaction equation

HRID 1155531 reaction equation
[NH2:1][C:2]1[C:3]([CH3:10])=[N:4][N:5]([CH3:9])[C:6]=1[NH:7][CH3:8].[Cl-].[C:12]([O:18][CH3:19])(=[O:17])[CH2:13][C:14]([O-])=[O:15].[C:20]1(C)C=CC=CC=1>C(Cl)(Cl)Cl>[CH2:19]([O:18][C:12]([CH2:13][C:14]([NH:1][C:2]1[C:3]([CH3:10])=[N:4][N:5]([CH3:9])[C:6]=1[NH:7][CH3:8])=[O:15])=[O:17])[CH3:20]

Participants

5

Reactant 3

HCID 1140Toluene2×HCID 10219477HCID 10219477, compoundHCID 21193914HCID 21193914, compound

Product 1

HCID 20561101HCID 20561101, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1.4 g (0.01 mole) of 4-amino-1,3-dimethyl-5-methylaminopyrazole are dissolved in 20 ml of toluene, 1 ml (0.012 mole) of monomethyl malonate chloride is slowly added dropwise, whilst cooling with ice, and the mixture is subsequently stirred at room temperature for one hour. The toluene is stripped off in vacuo, the residue is taken up in chloroform and the mixture is washed with ice-cold NaHCO3 solution and water and dried with Na2SO4. After evaporating off the solvent, a yellowish oil remains which does not crystallize.

Workup

  1. temperaturewhilst cooling with ice
  2. washthe mixture is washed with ice-cold NaHCO3 solution and water
  3. dry with materialdried with Na2SO4
  4. customAfter evaporating off the solvent
  5. customa yellowish oil remains which does not crystallize

Sources & evidence

ORD record
ord-c9904d2acf1841c2a5c2e279de348bb3
Source dataset
uspto-grants-1981_11
Patent number
US04302468

Reaction notes

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