Methyl iodide → HCID 19016805, compound

HRID 1728931Notes

Reaction equation

HRID 1728931 reaction equation
[CH2:1]([C:3]1[S:17][C:6]2[S:7][CH2:8][CH2:9][C:10]3[C:11](=[N:12][NH:13][C:14](=[O:16])[CH:15]=3)[C:5]=2[CH:4]=1)[CH3:2].[H-].[Na+].[CH3:20]I>CN(C)C=O>[CH2:1]([C:3]1[S:17][C:6]2[S:7][CH2:8][CH2:9][C:10]3[C:11](=[N:12][N:13]([CH3:20])[C:14](=[O:16])[CH:15]=3)[C:5]=2[CH:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 19016794HCID 19016794, compound

Product 1

HCID 19016805HCID 19016805, compoundYield 47.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 0.6 g of 9-ethyl-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one in 15 ml of N,N-dimethylformamide is added 0.11 g of 60% sodium hydride with stirring under ice-cooling and the mixture is stirred for 10 minutes at room temperature. To the mixture is added 0.39 g of methyl iodide, and the mixture is further stirred for 20 minutes and then poured into ice-cold water. The precipitated crystals are collected by filtration, washed with water and recrystallized from ethanol to give 0.3 g of 9-ethyl-2-methyl-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one as white crystals, melting at 168°-170° C.

Workup

  1. temperaturecooling
  2. stirringthe mixture is stirred for 10 minutes at room temperature
  3. stirringthe mixture is further stirred for 20 minutes
  4. additionpoured into ice-cold water
  5. filtrationThe precipitated crystals are collected by filtration
  6. washwashed with water
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-0cbad744d97c4cf0bb04bcfb46055aa3
Source dataset
uspto-grants-1994_07
Patent number
US05329016

Reaction notes

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