Ethylene Glycol → HCID 15405497, compound

HRID 1977086Notes

Reaction equation

HRID 1977086 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][N:6]([C:15]2[C:19](Cl)=[C:18]([S:21]([CH3:24])(=O)=O)[N:17]([CH3:25])[N:16]=2)[C:7]=1[CH:8]([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11])#[N:2].C(O)CO.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1.O>[C:1]([C:3]1[CH:4]=[N:5][N:6]([C:15]2[CH:19]=[C:18]([S:21][CH3:24])[N:17]([CH3:25])[N:16]=2)[C:7]=1[CH:8]([O:9][CH2:10][CH3:11])[O:12][CH2:13][CH3:14])#[N:2]

Participants

7

Reactant 4

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 21997418HCID 21997418, compound

Product 1

HCID 15405497HCID 15405497, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

0.6 g (1.5 mmol) of 4-cyano-5-diethoxymethyl-1-(4-chloro-1-methyl-5-methylsulfonyl-3-pyrazolyl)pyrazole (Example B.2) and 0.5 ml of ethylene glycol together with 10 mg of p-toluenesulfonic acid are heated under reflux in 20 ml of toluene for 3 hours. Shaking with sodium bicarbonate and water, drying (sodium sulfate) and concentration using a rotary evaporator gives, in crystalline form, the desired product which can be further purified, if required, by recrystallization or silica gel column chromatography.

Workup

  1. customdrying
  2. concentration(sodium sulfate) and concentration
  3. customa rotary evaporator
  4. customgives, in crystalline form

Sources & evidence

ORD record
ord-6052e0a464f04d4bbce1c3e479bbf792
Source dataset
uspto-grants-2001_05
Patent number
US06232271B1

Reaction notes

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