Phosphorus oxychloride → 7-Bromo-4-chlorothieno[3,2-d]pyrimidine

HRID 532464

Reaction equation

HRID 532464 reaction equation
[Br:1][C:2]1[C:6]2[N:7]=[CH:8][NH:9][C:10](=O)[C:5]=2[S:4][CH:3]=1.O=P(Cl)(Cl)[Cl:14]>>[Br:1][C:2]1[C:6]2[N:7]=[CH:8][N:9]=[C:10]([Cl:14])[C:5]=2[S:4][CH:3]=1

Participants

3

Conditions

Temperature
150 °C

Procedure

7-bromothieno[3,2-d]pyrimidin-4(3H)-one (5.9 g) was dissolved in POCl3 (20 mL) and the reaction mixture was stirred at 150° C. for 3 hours. The reaction mixture was cooled to room temperature, and remaining POCl3 was concentrated and placed in ice water. The solid thus obtained was washed with sodium bicarbonate and dried using nitrogen gas. The resulting compound was further dried over anhydrous sodium sulfate, and filtered and distilled under reduced pressure to obtain the title compound (1.0 g, 39%).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationwas concentrated
  3. customThe solid thus obtained
  4. washwas washed with sodium bicarbonate
  5. customdried
  6. dry with materialThe resulting compound was further dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-9247ec7529e84e45a198656acda7a568
Source dataset
uspto-grants-2014_10
Patent number
US08853213B2

Linked notes

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