Cyanuric chloride → 1,3,5-Triazine, 2,4-dichloro-6-(methylthio)-

HRID 128356Notes

Reaction equation

HRID 128356 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5]([Cl:6])=[N:4][C:2]=1Cl.[CH3:10][S-:11].[Na+]>C1(C)C=CC=CC=1>[CH3:10][S:11][C:2]1[N:4]=[C:5]([Cl:6])[N:7]=[C:8]([Cl:9])[N:1]=1

Participants

4

Reactant 2

HCID 7954Cyanuric chlorideHCID 4378561Sodium methanethiolate2×

Product 1

HCID 262021,3,5-Triazine, 2,4-dichloro-6-(methylthio)-Yield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a comparison experiment there were present in a 2 liter multinecked flask 184.4 grams of cyanuric chloride dissolved in 760 grams of toluene and there were dropped in at about 40°-50° C. in the course of 1 hour 252 ml of an aqueous sodium methyl mercaptide solution which contained 70.1 grams of sodium methyl mercaptide. From the organic phase there could be isolated about 90% of 2-methylmercapto-4,6-dichloro-s-triazine. The content of 2,4-dimethylmercapto-6-chloro-s-triazine was about 10%.

Sources & evidence

ORD record
ord-435c5392547f4e64ba6e55932359bafe
Source dataset
uspto-grants-1981_03
Patent number
US04259487

Reaction notes

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