Ethanol → 1,2,4-Triazine, 5,6-bis(4-methoxyphenyl)-3-(methylthio)-

HRID 2397450Notes

Reaction equation

HRID 2397450 reaction equation
[OH-].[Na+].[CH2:3](O)C.[SH:6][C:7]1[N:8]=[N:9][C:10]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[N:12]=1.CI>O>[CH3:20][O:19][C:16]1[CH:15]=[CH:14][C:13]([C:11]2[N:12]=[C:7]([S:6][CH3:3])[N:8]=[N:9][C:10]=2[C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 702Ethanol2×HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178489129HCID 178489129, compound

Product 1

HCID 6172401,2,4-Triazine, 5,6-bis(4-methoxyphenyl)-3-(methylthio)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Eight grams (0.20 mole) of sodium hydroxide were dissolved in 600 ml. of ethanol. The resulting solution was cooled to ambient temperature and 67.0 grams (0.20 mole) of 3-mercapto-5,6-bis(4-methoxyphenyl)-1,2,4-triazine were added. Methyl iodide, 67 g. (0.47 mole), was added to the reaction mixture and the mixture immediately became a slurry. Three hundred milliliters of ethanol were added to the slurry and stirring was continued for about 3 hours. One hundred milliliters of water were added to the reaction mixture and the solid product was collected by filtration. The yield of 5,6-bis(4-methoxyphenyl)-3-methylthio-1,2,4-triazine, m.p. about 152°-155° C., was 67.3 g.

Workup

  1. addition(0.47 mole), was added to the reaction mixture
  2. filtrationthe solid product was collected by filtration

Sources & evidence

ORD record
ord-2251fef87c8e439e95bfa6dd63840cf8
Source dataset
uspto-grants-1977_05
Patent number
US04021553

Reaction notes

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