Phosphorus sulfide (P2S5) → HCID 86591160, compound

HRID 860812Notes

Reaction equation

HRID 860812 reaction equation
P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:2].[Cl:15][C:16]1[CH:17]=[C:18]([CH:22]2[C:28]3[CH:29]=[C:30]([CH:33]([C:40]4[CH:45]=[CH:44][C:43]([Cl:46])=[CH:42][CH:41]=4)[C:34]4[N:38]([CH3:39])[CH:37]=[N:36][CH:35]=4)[CH:31]=[CH:32][C:27]=3[NH:26][C:25](=O)[CH2:24][S:23]2)[CH:19]=[CH:20][CH:21]=1>C1COCC1>[Cl:15][C:16]1[CH:17]=[C:18]([CH:22]2[C:28]3[CH:29]=[C:30]([CH:33]([C:40]4[CH:45]=[CH:44][C:43]([Cl:46])=[CH:42][CH:41]=4)[C:34]4[N:38]([CH3:39])[CH:37]=[N:36][CH:35]=4)[CH:31]=[CH:32][C:27]=3[NH:26][C:25](=[S:2])[CH2:24][S:23]2)[CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 69019775HCID 69019775, compound

Product 1

HCID 86591160HCID 86591160, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Tetraphosphorus decasulfide (0.0097 mol) was added at room temperature to a solution of 5-(3-chlorophenyl)-7-[(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-1,5-dihydro-4,1-benzothiazepin-2(3H)-one (see Example B13) (0.0081 mol) in THF (50 ml). The mixture was stirred at room temperature for 2 hours and poured out into ice water. The precipitate was filtered off and taken up in K2CO3 10%. The mixture was extracted with DCM and a small amount of methanol. The organic layer was separated, dried, filtered and the solvent was evaporated, yielding 3.2 g (77.5%) of 5-(3-chlorophenyl)-7-[(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-1,5-dihydro-4,1-benzothiazepine-2(3H)-thione.

Workup

  1. filtrationThe precipitate was filtered off
  2. extractionThe mixture was extracted with DCM
  3. customThe organic layer was separated
  4. customdried
  5. filtrationfiltered
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-58c2ce47c3224affbcb34f6a124231bc
Source dataset
uspto-grants-2006_12
Patent number
US07153958B2

Reaction notes

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