Sodium Acetate → 4,6-Dimethylpyrimidin-2-yl-dithio-(4-nitro-2-trichloromethylbenzene)

HRID 1075183Notes

Reaction equation

HRID 1075183 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]Cl)=[C:6]([C:12]([Cl:15])([Cl:14])[Cl:13])[CH:5]=1)([O-:3])=[O:2].[CH3:16][C:17]1[CH:22]=[C:21]([CH3:23])[N:20]=[C:19]([SH:24])[N:18]=1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[CH3:16][C:17]1[CH:22]=[C:21]([CH3:23])[N:20]=[C:19]([S:24][S:10][C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=2[C:12]([Cl:15])([Cl:14])[Cl:13])[N:18]=1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 127635554-Nitro-2-trichloromethylbenzenesulfenyl chlorideHCID 1784266324,6-dimethylpyrimidine-2-thiol

Product 1

HCID 127635624,6-Dimethylpyrimidin-2-yl-dithio-(4-nitro-2-trichloromethylbenzene)Yield 91.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

61.4 g of 4-nitro-2-trichloromethylbenzenesulfenyl chloride, dissolved in 500 ml of glacial acetic acid, are mixed with 28 g of 4,6-dimethyl-2-mercaptopyrimidine and 16.4 g of sodium acetate at 20° C. After 12 hours, the precipitate is filtered off, washed with water and dried over potassium hydroxide. 75 g (91% of theory) of 4,6-dimethylpyrimidin-2-yl-dithio-(4-nitro-2-trichloromethylbenzene), of melting point 151° C., are obtained.

Workup

  1. filtrationthe precipitate is filtered off
  2. washwashed with water
  3. dry with materialdried over potassium hydroxide

Sources & evidence

ORD record
ord-b87af29bf3bf46098454b6df275a3c70
Source dataset
uspto-grants-1983_07
Patent number
US04395415

Reaction notes

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