Water → HCID 23361987, compound

HRID 1082073Notes

Reaction equation

HRID 1082073 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[NH:8][C:7](=O)[C:6]=2[CH:17]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:19].O>C1(C)C=CC=CC=1>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[NH:8][C:7](=[S:19])[C:6]=2[CH:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14817Phosphorus sulfide (P2S5)HCID 19969441HCID 19969441, compound

Product 1

HCID 23361987HCID 23361987, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Amino-10,11-dihydrodibenzo[b,f][1,4]thiazepin-11-one (0.12 g was dissolved in toluene (20 ml). Phosphorus pentasulphide (0.11 g) was added to the solution and the whole was stirred under reflux for 16 hours and then cooled. Addition of water (40 ml) and separation of the phases gave, after evaporation of the dried organic layer, a yellow solid which was purified by column chromatography on silica gel and recrystallisation from ethanol to give the product as yellow needles (0.22 g, m/s. M- =258).

Workup

  1. temperatureunder reflux for 16 hours
  2. temperaturecooled
  3. customgave
  4. customafter evaporation of the dried organic layer
  5. customa yellow solid which was purified by column chromatography on silica gel and recrystallisation from ethanol

Sources & evidence

ORD record
ord-2d7956479d344a18a43f71e147224389
Source dataset
uspto-grants-1996_12
Patent number
US05589474

Reaction notes

Loading…