Phosphorus sulfide (P2S5) → HCID 23362009, compound

HRID 1082079Notes

Reaction equation

HRID 1082079 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=O)[C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[S:8](=[O:19])(=[O:18])[C:7]=2[CH:20]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:22]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[S:22])[C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[S:8](=[O:19])(=[O:18])[C:7]=2[CH:20]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 19969443HCID 19969443, compound

Product 1

HCID 23362009HCID 23362009, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 7-Methoxy-10,11-dihydrodibenzo[b,f][1,4]thiazepin-11-one-5,5-dioxide (0.6 g, 2.07 mmol) in pyridine (5 ml) was added phosphorus pentasulphide (0.62 g, 0.675 equivalents) and the mixture was heated under reflux for 6 hours. On cooling, the pyridine was removed under reduced pressure, the residue obtained was washed with water, 3% HCl-brine and recrystallised from methanol to give the title compound (0.5 g, m.p. 250°-252°, Rf 0.5 [silica, cyclohexane/ethyl acetate (1:1, v/v)].

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. temperatureOn cooling
  4. customthe pyridine was removed under reduced pressure
  5. customthe residue obtained
  6. washwas washed with water, 3% HCl-brine
  7. customrecrystallised from methanol

Sources & evidence

ORD record
ord-ab3b6cdaeaec4971afe6e4f7553b134d
Source dataset
uspto-grants-1996_12
Patent number
US05589474

Reaction notes

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