Pyridine → HCID 19438397, compound

HRID 1734751Notes

Reaction equation

HRID 1734751 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH3:15])[C:10]=1[S:11](Cl)(=[O:13])=[O:12])=[O:5])[CH3:2].[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[O-:22][C:23]#[N:24].[Na+]>C(#N)C>[OH-:3].[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH3:15])[C:10]=1[S:11]([NH:24][C:23]([N+:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:22])(=[O:13])=[O:12])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 517096Sodium CyanateHCID 109779631-methyl-4-ethoxycarbonylpyrazole-5-sulfonylchloride

Product 1

HCID 19438397HCID 19438397, compoundYield 196.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
40 °C

Procedure

2.53 g (10 mmole) of 4-ethoxycarbonyl-1-methylpyrazole-5-sulfonylchloride was dissolved in 10.00 g of anhydrous acetonitrile. To the resulting solution was added dropwise 0.83 g (10.5 mmole) of dry pyridine over 5 minutes under nitrogen atmosphere by means of a syringe and the mixture was maintained at 40° C. To this mixture was added 0.72 g (11.0 mmole) of anhydrous sodium cyanate and the mixture was stirred while maintaining the temperature of 40° to 45° C. to complete the reaction. Then, the reaction mixture was treated according to the same procedure as Example 5 to obtain 3.50 g (Yield 90%) of the title compound as the white solid substance.

Workup

  1. temperaturewhile maintaining the temperature of 40° to 45° C.
  2. customthe reaction
  3. additionThen, the reaction mixture was treated

Sources & evidence

ORD record
ord-c3f28d2363764b09b99a634df7ee2863
Source dataset
uspto-grants-1996_07
Patent number
US05534637

Reaction notes

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