Phosphorus pentachloride → 3-Chloro-2-cyclohexyl-5-methoxy-2H-1,2,4,6-thiatriazine-1,1-dioxide

HRID 246839Notes

Reaction equation

HRID 246839 reaction equation
[CH:1]1([N:7]2[C:12](=O)[NH:11][C:10]([O:14][CH3:15])=[N:9][S:8]2(=[O:17])=[O:16])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.P(Cl)(Cl)(Cl)(Cl)[Cl:19]>P(Cl)(Cl)(Cl)=O>[Cl:19][C:12]1[N:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[S:8](=[O:17])(=[O:16])[N:9]=[C:10]([O:14][CH3:15])[N:11]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 130177642-Cyclohexyl-5-methoxy-2H-1,2,4,6-thiatriazin-3-one-1,1-dioxide

Product 1

HCID 129179853-Chloro-2-cyclohexyl-5-methoxy-2H-1,2,4,6-thiatriazine-1,1-dioxide

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

A mixture of the thiatriazinone from Step 2. above (77.3 g) and phosphorus pentachloride (92.4 g) in phosphorus oxychloride (230 ml) is refluxed overnight. The reaction mixture is evaporated at 50° C. yielding an oil (92.3 g) which is used without further purification in the next step.

Workup

  1. customThe reaction mixture is evaporated at 50° C.

Sources & evidence

ORD record
ord-7ab42ecd3ff546969806cdbe676df467
Source dataset
uspto-grants-1987_11
Patent number
US04704388

Reaction notes

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