Methyl iodide → HCID 13424599, compound

HRID 462409Notes

Reaction equation

HRID 462409 reaction equation
[CH3:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)=[N:6][N:5]2[C:17](=[O:20])[NH:18][N:19]=[C:4]2[CH:3]=1.[H-].[Na+].[CH3:23]I>CN(C)C=O>[CH3:23][N:18]1[C:17](=[O:20])[N:5]2[N:6]=[C:7]([C:8]3[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=3)[C:2]([CH3:1])=[CH:3][C:4]2=[N:19]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 13424596HCID 13424596, compound

Product 1

HCID 13424599HCID 13424599, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 3.0 g. of 7-methyl-6-(m-nitropheyl)-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-one in 30 ml. of dry dimethylformamide is stirred for 10 minutes. A 0.54 g. portion of a 50% oil suspension of sodium hydride is added and the mixture is stirred for 1/2 hour with cooling. A 0.75 ml. portion of methyl iodide is added, the mixture is stirred for one hour and then filtered. The solid is washed with water and dried, giving 2.12 g. of the desired product as a yellow solid, m.p. 250°-253° C.

Workup

  1. additionA suspension of 3.0 g
  2. additionis added
  3. temperaturewith cooling
  4. stirringthe mixture is stirred for one hour
  5. filtrationfiltered
  6. washThe solid is washed with water
  7. customdried
  8. customgiving 2.12 g

Sources & evidence

ORD record
ord-efd94a86de884466b5d3dbb85b0202ec
Source dataset
uspto-grants-1985_05
Patent number
US04515791

Reaction notes

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