Methyl iodide → HCID 13370480, compound

HRID 2412825Notes

Reaction equation

HRID 2412825 reaction equation
[N:1]1[N:2]=[N:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[NH:7][C:6](=[S:15])[C:5]=12.[OH-].[Na+].[CH3:18]I>C(O)C>[CH3:18][S:15][C:6]1[C:5]2=[N:1][N:2]=[N:3][N:4]2[CH2:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[N:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 13370476HCID 13370476, compound

Product 1

HCID 13370480HCID 13370480, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 30 mmol. of the product of Example 6 in 300 ml. of ethanol is added 33 ml. of 1 N sodium hydroxide followed by the slow addition of 54 mmol. of methyl iodide. After two hours the reaction mixture is evaporated to one fourth its volume, 100 ml. of water is added and the product is obtained by extraction into methylene chloride. The methylene chloride is removed by evaporation and the product is recrystallized from ethyl acetatehexane to afford an 89% yield (m.p. 105°-108° C.) of the title compound.

Workup

  1. customAfter two hours the reaction mixture is evaporated to one fourth its volume, 100 ml
  2. additionof water is added
  3. customthe product is obtained by extraction into methylene chloride
  4. customThe methylene chloride is removed by evaporation
  5. customthe product is recrystallized from ethyl acetatehexane

Sources & evidence

ORD record
ord-8320e0e99b064ad2b0e6973eb68e3946
Source dataset
uspto-grants-1985_01
Patent number
US04495101

Reaction notes

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