Phosphorus oxychloride → HCID 17954505, compound

HRID 1766067Notes

Reaction equation

HRID 1766067 reaction equation
O=P(Cl)(Cl)[Cl:3].[C:6]([C:8]1[C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)=[N:10][C:11]([S:15][CH3:16])=[N:12][C:13]=1O)#[N:7]>O1CCOCC1>[Cl:3][C:13]1[N:12]=[C:11]([S:15][CH3:16])[N:10]=[C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)[C:8]=1[C:6]#[N:7]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178503557HCID 178503557, compound

Product 1

HCID 17954505HCID 17954505, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

POCl3 (100 ml) was added to a stirred solution of 5-cyano-4-(3-nitrophenyl)-2-methylthio-6-hydroxy-pyrimidine (example 9(a), 25.0 g) in dry 1,4-dioxane (300 ml). After 3 h at 90° C., the mixture was cooled to room temperature and concentrated under reduced pressure. The residue was dissolved in 1,4-dioxane (100 ml) and the resulting solution was cooled to 0° C. Ice water was cautiously added. The resulting precipitate was filtered off and washed with water. Residual water in the precipitate was removed by coevaporation with 1,4-dioxane.

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in 1,4-dioxane (100 ml)
  3. temperaturethe resulting solution was cooled to 0° C
  4. additionIce water was cautiously added
  5. filtrationThe resulting precipitate was filtered off
  6. washwashed with water
  7. customResidual water in the precipitate was removed by coevaporation with 1,4-dioxane

Sources & evidence

ORD record
ord-649d97228cc349c9825e52668e74437d
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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