Methyl iodide → HCID 131715736, compound

HRID 2231190Notes

Reaction equation

HRID 2231190 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:17]2[C:22](=[O:23])[NH:21][C:20](=[O:24])[CH2:19][N:18]2[CH3:25])[CH:5]=[C:6]([Cl:16])[C:7]=1[S:8][C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1.[H-].[Na+].[CH3:28]I>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([N:17]2[C:22](=[O:23])[N:21]([CH3:28])[C:20](=[O:24])[CH2:19][N:18]2[CH3:25])[CH:5]=[C:6]([Cl:16])[C:7]=1[S:8][C:9]1[CH:10]=[CH:11][C:12]([CH3:15])=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 131715737HCID 131715737, compound

Product 1

HCID 131715736HCID 131715736, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.7 g of 2-[3,5-dichloro-4-(4-methylthiophenoxy)phenyl]-1-methylhexahydro-1,2,4-triazine-3,5-dione (Example 2) was dissolved in 5 ml of cold dimethylformamide. About 200 mg of a suspension (about 50%)of sodium hydride were added and, when evolution of gases was complete, 1 ml of methyl iodide was added dropwise, and the mixture was stirred at room temperature for 4 hours. After acidification with 2N HCl, extraction with methylene chloride and evaporation were carried out, and the remaining oil was triturated with petroleum ether, whereupon it crystallized; melting point 148° C. after recrystallization from isopropanol.

Workup

  1. extractionAfter acidification with 2N HCl, extraction
  2. customwith methylene chloride and evaporation
  3. customthe remaining oil was triturated with petroleum ether, whereupon it
  4. customcrystallized
  5. custommelting point 148° C. after recrystallization from isopropanol

Sources & evidence

ORD record
ord-37d222da79544db9915875219a351f9f
Source dataset
uspto-grants-1988_11
Patent number
US04782056

Reaction notes

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