Water → HCID 23362008, compound

HRID 1082066Notes

Reaction equation

HRID 1082066 reaction equation
P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:2].[F:15][C:16]([F:34])([F:33])[CH:17]1[CH:32]=[CH:31][C:20]2[S:21][C:22]3[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=3[C:24](=O)[NH:25][C:19]=2[CH2:18]1.O>N1C=CC=CC=1>[F:15][C:16]([F:34])([F:33])[C:17]1[CH:32]=[CH:31][C:20]2[S:21][C:22]3[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=3[C:24](=[S:2])[NH:25][C:19]=2[CH:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14817Phosphorus sulfide (P2S5)HCID 54263445HCID 54263445, compound

Product 1

HCID 23362008HCID 23362008, compoundYield 70.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Phosphorus pentasulphide (0.6 g, 2.5 mmol) was added to a stirred solution of 8-trifluoromethyl-9,10-dihydrodibenzo [b,f][1,4]thiazepin-11-one (0.295 g, 1 mmol) in pyridine (10 ml). The mixture was heated under reflux for 6 hr and then at room temperature overnight. A further 0.3 g of phosphorous pentasulphide was added and the reaction mixture refluxed for 6 hr and then left at room temperature overnight before hot water (40 ml) added. Filtration and recrystallisation from toluene then ethanol gave he title compound as fine yellow needles (0.22 g, m.p. 232°-233° C. Rf 0.76, petrol/EtOAc 2:1).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6 hr
  3. customat room temperature
  4. customovernight
  5. temperaturethe reaction mixture refluxed for 6 hr
  6. additionadded
  7. filtrationFiltration and recrystallisation from toluene

Sources & evidence

ORD record
ord-1095111ba65646b0b1a965310ff33c71
Source dataset
uspto-grants-1996_12
Patent number
US05589474

Reaction notes

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