Phosphorus oxychloride → HCID 178527218, compound

HRID 1906724Notes

Reaction equation

HRID 1906724 reaction equation
O[C:2]1[NH:3][SH:4](=[O:20])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1.P(Cl)(Cl)([Cl:23])=O>>[Cl:23][C:2]1[NH:3][SH:4](=[O:20])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178527220HCID 178527220, compound

Product 1

HCID 178527218HCID 178527218, compoundYield 73%

Procedure

A solution of 13.84 g (0.049 mole) of 3-hydroxy-1,5-diphenyl-1H-1,2,4-thiadiazine-1-oxide of Example 7 in 50 ml of phosphorus oxychloride was refluxed for 30 minutes and then excess reagent was evaporated under vacuum. The residue was taken up in chloroform and the solution was washed once with water, dried over magnesium sulfate and evaporated to an oil. The residue crystallized on trituration with ethanol to obtain 10.8 g (73%) of 3-chloro-1,5-diphenyl-1H-1,2,4-thiadiazine-1-oxide melting at 117°-118° C.

Workup

  1. customexcess reagent was evaporated under vacuum
  2. washthe solution was washed once with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to an oil
  5. customThe residue crystallized on trituration with ethanol

Sources & evidence

ORD record
ord-2e2d44a5f8b44cd8b5a1f3144dd35c92
Source dataset
uspto-grants-1987_03
Patent number
US04654338

Reaction notes

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