Phosphorus sulfide (P2S5) → HCID 19092742, compound

HRID 487698Notes

Reaction equation

HRID 487698 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]([NH:13][CH:14]3[CH2:21][CH2:20][CH2:19][CH2:18][NH:17][C:15]3=O)=O)=[CH:8][C:7]=2[CH:22]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:24]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9]([C:11]3[S:24][C:15]4[NH:17][CH2:18][CH2:19][CH2:20][CH2:21][C:14]=4[N:13]=3)=[CH:8][C:7]=2[CH:22]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 19092829HCID 19092829, compound

Product 1

HCID 19092742HCID 19092742, compoundYield 66.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of DL-α-(5-methoxybenzofuran-2-yl)carbonylamino-ε-caprolactam (0.2 g) and phosphorus pentasulfide (0.2 g) in pyridin (2 ml) was stirred under reflux for 6.5 hours. After being cooled, the resulting mixture was poured into ice-water, and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure to give crude crystal, which was collected by filtration and washed with ethanol to give 2-(5-methoxybenzofuran-2-yl)-4,5,6,7-tetrahydro-8H-thiazolo[5,4-b]azepine (0.09 g).

Workup

  1. temperatureunder reflux for 6.5 hours
  2. temperatureAfter being cooled
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customto give crude crystal, which
  8. filtrationwas collected by filtration
  9. washwashed with ethanol

Sources & evidence

ORD record
ord-65426310f528446d99a0704c3d6bb58f
Source dataset
uspto-grants-1994_03
Patent number
US05296495

Reaction notes

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