Phosphorus sulfide (P2S5) → HCID 20494272, compound

HRID 1075157Notes

Reaction equation

HRID 1075157 reaction equation
[Cl:1][C:2]1[C:3](=O)[NH:4][C:5](=[O:9])[NH:6][C:7]=1[CH3:8].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:12]>O1CCOCC1>[Cl:1][C:2]1[C:3](=[S:12])[NH:4][C:5](=[O:9])[NH:6][C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 952682,4(1H,3H)-Pyrimidinedione, 5-chloro-6-methyl-

Product 1

HCID 20494272HCID 20494272, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-Chloro-6-methyluracil (prepared as described in Johnson, B. T. J. Amer. Chem. Soc. 65 (1943) (1220) (0.018 mol) and phosphorus pentasulphide (0.019 mol) were heated together in refluxing dioxan (200 ml) for 45 min. The hot reaction mixture was then filtered and the cold filtrate concentrated and diluted with ether. The participate collected after a few hours in the cold, was recrystallised from water; yield 75% m.p. 297°-300° C. (decomp.); (Found: C, 32.69; H, 3.96. Calc. for C5H5ClN2OS.1/2H2O: C, 32.35; H, 3.25).

Workup

  1. filtrationThe hot reaction mixture was then filtered
  2. concentrationthe cold filtrate concentrated
  3. additiondiluted with ether
  4. customThe participate collected after a few hours in the cold,
  5. customwas recrystallised from water

Sources & evidence

ORD record
ord-4144011a89304f38a047939c568a2deb
Source dataset
uspto-grants-1983_07
Patent number
US04395406

Reaction notes

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