Phosphorus oxychloride → HCID 86633397, compound

HRID 1617145Notes

Reaction equation

HRID 1617145 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][C:12]2[C:13](O)=[N:14][C:15]([NH2:19])=[N:16][C:17]=2[CH3:18])[CH:6]=1)[CH3:2].P(Cl)(Cl)([Cl:24])=O>>[CH2:1]([O:3][C:4](=[O:21])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][C:12]2[C:13]([Cl:24])=[N:14][C:15]([NH2:19])=[N:16][C:17]=2[CH3:18])[CH:6]=1)[CH3:2]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178468831HCID 178468831, compound

Product 1

HCID 86633397HCID 86633397, compound

Conditions

Temperature
100 °C

Procedure

The product from step (i) (1.9 g) was added to phosphorous oxychloride (30 mL) and the mixture was heated at 100° C. for 15 h. The mixture was allowed to cool and the phosphorous oxychloride evaporated under reduced pressure. The residue was diluted with water (10 mL) and the pH of the mixture was adjusted to pH ˜7 using sodium bicarbonate. The mixture was then heated at 50° C. for 2 h and the aqueous was extracted with EtOAc. The combined organic phase was dried and evaporated under reduced pressure to give the subtitle compound as a pale yellow solid 1.65 g that was used without further purification.

Workup

  1. temperatureto cool
  2. customthe phosphorous oxychloride evaporated under reduced pressure
  3. additionThe residue was diluted with water (10 mL)
  4. temperatureThe mixture was then heated at 50° C. for 2 h
  5. extractionthe aqueous was extracted with EtOAc
  6. customThe combined organic phase was dried
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-c8c328fe337347bf99d21f773b0f49c5
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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