Methyl Bromide → HCID 12919435, compound

HRID 543566Notes

Reaction equation

HRID 543566 reaction equation
[CH:1]1([CH:7]2[NH:12][NH:11][C:10](=[S:13])[N:9]([CH3:14])[C:8]2=[O:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].[CH3:18]I.CBr>O>[CH:1]1([C:7]2[C:8](=[O:15])[N:9]([CH3:14])[C:10]([S:13][CH3:18])=[N:11][N:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 6323Methyl BromideHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 20460086HCID 20460086, compound

Product 1

HCID 12919435HCID 12919435, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

30 ml of 3-benzyl-4-hydroxy-biphenyl polyglycol ether, as an emulsifier, and 5,805 g (25.8 mol) of 6-cyclohexyl-4-methyl-5-oxo-3-thioxo-tetrahydro-1,2,4-(2H,4H)-triazine were added to a solution of 1,033 g of NaOH in 52 liters of water. 3,881 g (27.3 mol) of methyl iodide were added dropwise (or 2,620 g of methyl bromide were passed in) and the mixture was subsequently stirred until the slightly exothermic reaction had ended and the pH value had reached 7-8. After filtering off the product, washing it with water and drying it at 50° C., 5,860 g (95% of theory) of the compound (IIc) of melting point 84°-88° C. were obtained. The crude product was sufficiently pure for further reaction. A sample recrystallized from methanol or petroleum ether melted at 90° C.

Workup

  1. filtrationAfter filtering off the product
  2. washwashing it with water
  3. customdrying it at 50° C.
  4. custom5,860 g (95% of theory) of the compound (IIc) of melting point 84°-88° C. were obtained
  5. customA sample recrystallized from methanol or petroleum ether melted at 90° C.

Sources & evidence

ORD record
ord-e5ebae16b19b4ffb9df66b14220f3dc0
Source dataset
uspto-grants-1984_05
Patent number
US04447258

Reaction notes

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