Methyl iodide → HCID 15595665, compound

HRID 1906792Notes

Reaction equation

HRID 1906792 reaction equation
[CH3:1][N:2]([CH3:22])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[CH:13]=[CH:14][C:15]3[N:16]([C:18]([CH3:21])=[N:19][N:20]=3)[N:17]=2)[CH:7]=1)=[O:4].[H-].[Na+].CI.[C:27](=O)(O)[O-].[Na+]>CN(C)C=O>[CH3:1][N:2]([CH3:22])[C:3]([N:5]([CH3:27])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[CH:13]=[CH:14][C:15]3[N:16]([C:18]([CH3:21])=[N:19][N:20]=3)[N:17]=2)[CH:7]=1)=[O:4]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 516892Sodium BicarbonateHCID 15595663HCID 15595663, compound

Product 1

HCID 15595665HCID 15595665, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 1.0 g of N,N-dimethyl-N'-[3-(3-methyl-1,2,4-triazolo[4,3-b]pyridazin-6-yl)phenyl]urea and 0.09 g of sodium hydride in 100 ml of dry dimethylformamide was stirred for 30 minutes, then 0.23 ml of methyl iodide was added. This solution was stirred overnight, then poured into saturated aqueous sodium bicarbonate and extracted with four 100 ml portions of dichloromethane. The extracts were combined and treated as described in Example 19, giving 0.8 g of the desired product as off-white crystals mp 159°-161° C.

Workup

  1. stirringThis solution was stirred overnight
  2. extractionextracted with four 100 ml portions of dichloromethane
  3. additiontreated

Sources & evidence

ORD record
ord-a6e2e77a6f3f446ea4c5346f0f51b9e0
Source dataset
uspto-grants-1987_03
Patent number
US04654343

Reaction notes

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