Phosphorus sulfide (P2S5) → HCID 23361985, compound

HRID 1082078Notes

Reaction equation

HRID 1082078 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][C:7]=2[CH:18]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:20]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[S:20])[C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[S:8][C:7]=2[CH:18]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 13513963HCID 13513963, compound

Product 1

HCID 23361985HCID 23361985, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 7-methoxy-10,11-dihydrodibenzo[b,f][1,4]thiazepin-11-one (0.5 g, 1.95 mmol) in pyridine (10 ml) was added phosphorus pentasulphide (0.58 g, 0.675 equivalents) and the mixture was heated under reflux for 3.5 hours. The mixture was cooled and the pyridine was removed under reduced pressure, the residue washed with water and recrystallised from methanol to give the title compound as a yellow solid (0.38 g, m.p. 239°-241°, Rf 0.85 [silica, cyclohexane/ethyl acetate (1:1, v/v)].

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3.5 hours
  3. temperatureThe mixture was cooled
  4. customthe pyridine was removed under reduced pressure
  5. washthe residue washed with water
  6. customrecrystallised from methanol

Sources & evidence

ORD record
ord-3ca02a2905394c30893d3f6e6adc5d31
Source dataset
uspto-grants-1996_12
Patent number
US05589474

Reaction notes

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