Phosphorus sulfide (P2S5) → HCID 22114871, compound

HRID 1276051Notes

Reaction equation

HRID 1276051 reaction equation
[Cl:1][C:2]1[C:7]([NH:8][S:9]([CH2:12][CH3:13])(=[O:11])=[O:10])=[CH:6][C:5]([N:14]2[C:19](=O)[CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[N:16]3[CH:25]=[CH:26][N:27]=[C:15]23)=[C:4]([F:28])[CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:30]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:7]([NH:8][S:9]([CH2:12][CH3:13])(=[O:11])=[O:10])=[CH:6][C:5]([N:14]2[C:19](=[S:30])[CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[N:16]3[CH:25]=[CH:26][N:27]=[C:15]23)=[C:4]([F:28])[CH:3]=1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 22114893HCID 22114893, compound

Product 1

HCID 22114871HCID 22114871, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 8-(4-chloro-5-ethylsulfonylamino-2-fluorophenyl)-7,8-dihydro-5-trifluoromethylimidazo[1,2-a]pyrimidin-7-one (0.6 g), diphosphorus pentasulfide (0.5 g) and toluene (30 ml) was heated to reflux for 3 hours. The solid matter was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography of silica gel (developing solvent: ethyl acetate) to give the compound of interest (0.5 g) as a yellow crystal.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours
  3. filtrationThe solid matter was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by column chromatography of silica gel (developing solvent: ethyl acetate)
  6. customto give the compound of interest (0.5 g) as a yellow crystal

Sources & evidence

ORD record
ord-51da4e2cc96a43dc81ffa4067359cf49
Source dataset
uspto-grants-2000_12
Patent number
US06165942

Reaction notes

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