Phosphorus oxychloride → HCID 13013934, compound

HRID 444147Notes

Reaction equation

HRID 444147 reaction equation
O=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]([O:15][CH3:16])=[O:14])=[CH:12][C:7]=2[S:6](=[O:18])(=[O:17])[C:5]2[CH:19]=[CH:20][CH:21]=[CH:22][C:4]=2[NH:3]1.P(Cl)(Cl)(Cl)(Cl)[Cl:24].P(Cl)(Cl)(Cl)=O>>[Cl:24][C:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]([O:15][CH3:16])=[O:14])=[CH:12][C:7]=2[S:6](=[O:18])(=[O:17])[C:5]2[CH:19]=[CH:20][CH:21]=[CH:22][C:4]=2[N:3]=1

Participants

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 13013925HCID 13013925, compound

Product 1

HCID 13013934HCID 13013934, compound

Procedure

Add 6.34 gm. (20 mmole) of finely powdered methyl 10,11-dihydro-11-oxodibenzo[b,f][1,4]thiazepin-3-carboxylate 5,5-dioxide to a mixture of 6.25 gm. (30 mmole) phosphorous pentachloride in 17.3 ml. of phosphoryl chloride. Stir for 18 hours at room temperature. Separate the solids by filtration, wash with ether and dry in vacuo over potassium hydroxide. Dissolve the crude product in boiling tetrahydrofuran, filter and evaporate to a small volume in a stream of nitrogen. Dilute with acetonitrile and separate the precipitate by filtration in order to obtain the title product. (m.p. 254°-256° C.).

Workup

  1. additionAdd 6.34 gm
  2. customSeparate the solids
  3. filtrationby filtration
  4. washwash with ether
  5. dry with materialdry in vacuo over potassium hydroxide
  6. dissolutionDissolve the crude product
  7. filtrationfilter
  8. customevaporate to a small volume in a stream of nitrogen
  9. additionDilute with acetonitrile
  10. customseparate the precipitate
  11. filtrationby filtration in order

Sources & evidence

ORD record
ord-b855f97bd9b04ae8b666ed221685351c
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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