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

HRID 1464975Notes

Reaction equation

HRID 1464975 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

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1357437127-Bromothieno(3,2-d)pyrimidin-4-ol

Product 1

HCID 166552667-Bromo-4-chlorothieno[3,2-d]pyrimidine

Conditions

Temperature
150 °C

Procedure

7-Bromothieno[3,2-d]pyrimidine-4(3H)-one (5.9 g) was dissolved in POCl3 (20 mL) and then stirred at 150° C. for 3 hours. After cooling down to room temperature, the remaining POCl3 was concentrated and added to ice water to obtain a solid. The solid was washed with sat. NaHCO3 solution and dried with N2 gas to obtain the title compound.

Workup

  1. temperatureAfter cooling down to room temperature
  2. concentrationthe remaining POCl3 was concentrated
  3. additionadded to ice water
  4. customto obtain a solid
  5. washThe solid was washed with sat. NaHCO3 solution
  6. dry with materialdried with N2 gas

Sources & evidence

ORD record
ord-77c7037768b5442f95a856ba66eb9930
Source dataset
uspto-grants-2015_04
Patent number
US08999973B2

Reaction notes

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