Phosphorus oxychloride → HCID 87571378, compound

HRID 1804715Notes

Reaction equation

HRID 1804715 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]2[N:8]([C:9]=1[C:10]1[CH:15]=[CH:14][N:13]=[C:12](O)[N:11]=1)[CH:7]=[CH:6][S:5]2.P(Cl)(Cl)([Cl:19])=O>>[Cl:1][C:2]1[N:3]=[C:4]2[N:8]([C:9]=1[C:10]1[CH:15]=[CH:14][N:13]=[C:12]([Cl:19])[N:11]=1)[CH:7]=[CH:6][S:5]2

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178517737HCID 178517737, compound

Product 1

HCID 87571378HCID 87571378, compound

Procedure

A mixture of EXAMPLE 80D (9.97 g, 39.5 mmol) and phosphoryl trichloride (110 ml, 1184 mmol) was stirred at 80° C. for 5 hours. The mixture was cooled to room temperature, then concentrated to dryness. Water (150 mL) was added cautiously. The mixture was cooled with an ice bath and adjusted to pH˜11 with concentrated aqueous NaOH, then stirred for 30 minutes. The solid was collected by filtration, washed with water (3×50 mL), and dried in a vacuum oven overnight at ˜50° C. to provide the title compound. (ESI(+)) m/e 271.1 (M+H)+.

Workup

  1. concentrationconcentrated to dryness
  2. additionWater (150 mL) was added cautiously
  3. temperatureThe mixture was cooled with an ice bath
  4. filtrationThe solid was collected by filtration
  5. washwashed with water (3×50 mL)
  6. customdried in a vacuum oven overnight at ˜50° C.

Sources & evidence

ORD record
ord-e28685a017064fbea380c2f9fbe6e806
Source dataset
uspto-grants-2013_01
Patent number
US08354422B2

Reaction notes

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