Phosphorus oxychloride → 5-chloro-6-n-propyl-3-methoxy-6H-1,2,4,6-thiatriazine-1,1-dioxide

HRID 66701Notes

Reaction equation

HRID 66701 reaction equation
P(Cl)(Cl)(Cl)(Cl)Cl.[CH2:7]([N:10]1[S:15](=[O:17])(=[O:16])[NH:14][C:13]([O:18][CH3:19])=[N:12][C:11]1=O)[CH2:8][CH3:9].P(Cl)(Cl)([Cl:23])=O>>[Cl:23][C:11]1[N:10]([CH2:7][CH2:8][CH3:9])[S:15](=[O:17])(=[O:16])[N:14]=[C:13]([O:18][CH3:19])[N:12]=1

Participants

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 178456603HCID 178456603, compound

Product 1

HCID 129179865-chloro-6-n-propyl-3-methoxy-6H-1,2,4,6-thiatriazine-1,1-dioxide

Conditions

Temperature
110 °C

Procedure

50 parts of phosphorus pentachloride were added to a stirred mixture of 44 parts of 6-n-propyl-3-methoxy-6H-1,2,4,6-thiatriazin-5-one-1,1-dioxide and 268 parts of phosphorus oxychloride at 22° C., and the batch was heated to 110° C. in the course of 20 minutes. After 7 hours' stirring under reflux, it was evaporated down under reduced pressure, giving 45 parts of oily 5-chloro-6-n-propyl-3-methoxy-6H-1,2,4,6-thiatriazine-1,1-dioxide; NMR (CDCl3): N-CH2 4.0-4.28.

Workup

  1. temperatureunder reflux
  2. customit was evaporated down under reduced pressure

Sources & evidence

ORD record
ord-6367f4796fb141b6812638ff7dcdeb46
Source dataset
uspto-grants-1982_08
Patent number
US04343648

Reaction notes

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