Phosphorus oxychloride → 2H-1,2,4,6-Thiatriazine, 3-chloro-5-methoxy-2-methyl-, 1,1-dioxide

HRID 66698Notes

Reaction equation

HRID 66698 reaction equation
[CH3:1][N:2]1[S:7](=[O:9])(=[O:8])[NH:6][C:5]([O:10][CH3:11])=[N:4][C:3]1=O.P(Cl)(Cl)(Cl)(Cl)[Cl:14].P(Cl)(Cl)(Cl)=O>>[Cl:14][C:3]1[N:2]([CH3:1])[S:7](=[O:9])(=[O:8])[N:6]=[C:5]([O:10][CH3:11])[N:4]=1

Participants

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 178494288HCID 178494288, compound

Product 1

HCID 1571952H-1,2,4,6-Thiatriazine, 3-chloro-5-methoxy-2-methyl-, 1,1-dioxideYield 99.6%

Conditions

Temperature
110 °C

Procedure

215 parts of 6-methyl-3-methoxy-6H-1,2,4,6-thiatriazin-5-one-1,1-dioxide were introduced into a stirred mixture of 275 parts of phosphorous pentachloride in 1,480 parts of phosphorus oxychloride at room temperature, and the batch was heated to 110° C. in the course of 30 minutes. After 4 hours' stirring under reflux, the reaction mixture was concentrated under reduced pressure, giving 235 parts (99.6% of theory) of 5-chloro-6-methyl-3-methoxy-6H-1,2,4,6-thiatriazine-1,1-dioxide, of melting point 77°-83° C.

Workup

  1. temperatureunder reflux
  2. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-24565ac57b9048198145373b3cfc1124
Source dataset
uspto-grants-1982_08
Patent number
US04343648

Reaction notes

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