Phosphorus sulfide (P2S5) → HCID 21389725, compound

HRID 1576340Notes

Reaction equation

HRID 1576340 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]([CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)[C:10](=O)[NH:9]2)=[CH:4][CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:28].[O-2].[Ca+2]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]([CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)[C:10](=[S:28])[NH:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14817Phosphorus sulfide (P2S5)HCID 6850728CalciumoxideHCID 21389616HCID 21389616, compound

Product 1

HCID 21389725HCID 21389725, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

20 millimoles of 1-(4-chlorophenyl)-4-[2-(morpholine-4-yl)-ethyl]-1,4-dihydro-2H-isoquinoline-3-one were introduced, while stirring, into a suspension of 8 millimoles of phosphorus pentasulfide and 32 millimoles of calcium oxide in 50 ml of toluene and the whole was heated for 7 hours under reflux until the reaction was completed. The reaction mixture was decanted off to remove the resinous residue and extracted twice with toluene. The combined organic solutions were concentrated and the product was recrystallized from isopropanol. M.p.: 228°-231°C (HCl)

Workup

  1. temperaturethe whole was heated for 7 hours
  2. temperatureunder reflux until the reaction
  3. customThe reaction mixture was decanted off
  4. customto remove the resinous residue
  5. extractionextracted twice with toluene
  6. concentrationThe combined organic solutions were concentrated
  7. customthe product was recrystallized from isopropanol

Sources & evidence

ORD record
ord-8afbf5360f474c7b9d91b73c40ea3521
Source dataset
uspto-grants-1976_09
Patent number
US03980655

Reaction notes

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