Methyl iodide → HCID 12909447, compound

HRID 1106247Notes

Reaction equation

HRID 1106247 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:20](=[O:21])[C:11]3=[CH:12][NH:13][C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=4[C:10]3=[N:9]2)=[CH:4][CH:3]=1.[H-].[Na+].[CH3:24]I>O1CCCC1>[CH3:24][N:13]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=2[C:10]2=[N:9][N:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[C:20](=[O:21])[C:11]2=[CH:12]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178515186HCID 178515186, compound

Product 1

HCID 12909447HCID 12909447, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The mixture of 5.0 g of 2-(p-chlorophenyl)-pyrazolo[4,3-c]quinolin-3(5H)-one, 0.81 g of 50% sodium hydride in mineral oil and 100 ml of anhydrous tetrahydrofuran is refluxed for 2 hours. It is cooled to room temperature, combined with 3.0 g of methyl iodide while stirring and another 1.0 g thereof is added after one hour. The mixture is stirred overnight at room temperature, filtered and the residue recrystallized from tetrahydrofuran-heptane, to yield the 5-methyl-2-(p-chlorophenyl)-pyrazolo[4,3-c]quinolin-3-one melting at 322°-323°.

Workup

  1. temperatureis refluxed for 2 hours
  2. additionanother 1.0 g thereof is added after one hour
  3. stirringThe mixture is stirred overnight at room temperature
  4. filtrationfiltered
  5. customthe residue recrystallized from tetrahydrofuran-heptane

Sources & evidence

ORD record
ord-1ca049f5d25340da9e4373e1f1bcf638
Source dataset
uspto-grants-1982_01
Patent number
US04312870

Reaction notes

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