Phosphorus oxychloride → HCID 18184384, compound

HRID 1358264Notes

Reaction equation

HRID 1358264 reaction equation
O=[C:2]1[C:11]2[N:10]=[CH:9][N:8]=[CH:7][C:6]=2[CH:5]=[C:4]2[O:12][CH2:13][NH:14][CH:3]12.O=P(Cl)(Cl)[Cl:17]>>[Cl:17][C:2]1[C:11]2[N:10]=[CH:9][N:8]=[CH:7][C:6]=2[CH:5]=[C:4]2[O:12][CH:13]=[N:14][C:3]=12

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 69704031HCID 69704031, compound

Product 1

HCID 18184384HCID 18184384, compoundYield 22%

Procedure

A suspension of 4-oxo-3H-oxazolo[5,4-g]quinazoline (0.98 g, 5.24 mmol) in POCl3 (30 mL) is heated under reflux with vigorous stirring for 18 h, and then concentrated to dryness. The residue is partitioned between EtOAc and saturated aqueous NaHCO3 and the organic portion is worked up to give 4-chlorooxazolo[5,4-g]quinazoline (0.24 g, 22%) as a yellow solid which is used directly.

Workup

  1. temperatureis heated
  2. temperatureunder reflux
  3. concentrationconcentrated to dryness
  4. customThe residue is partitioned between EtOAc and saturated aqueous NaHCO3

Sources & evidence

ORD record
ord-0d4db61eb5d440e8a3773f8ba3cafc8a
Source dataset
uspto-grants-2003_07
Patent number
US06596726B1

Reaction notes

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