Phosphorus oxychloride → 4-Chloro-6-propylthieno[2,3-d]pyrimidine

HRID 607135Notes

Reaction equation

HRID 607135 reaction equation
[CH2:1]([C:4]1[S:13][C:7]2[N:8]=[CH:9][N:10]=[C:11](O)[C:6]=2[CH:5]=1)[CH2:2][CH3:3].O=P(Cl)(Cl)[Cl:16]>>[Cl:16][C:11]1[C:6]2[CH:5]=[C:4]([CH2:1][CH2:2][CH3:3])[S:13][C:7]=2[N:8]=[CH:9][N:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178438395HCID 178438395, compound

Product 1

HCID 547652984-Chloro-6-propylthieno[2,3-d]pyrimidine

Procedure

The product of Example 3b was reacted with excess POCl3 at reflux for 3 h then at room temperature for 16 h. The reaction was poured over ice and partitioned between water and ethyl acetate. The organic layer was concentrated to provide the title compound.

Workup

  1. temperatureat reflux for 3 h
  2. additionThe reaction was poured over ice
  3. custompartitioned between water and ethyl acetate
  4. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-a56acad40a2f47b0aab285d118d53888
Source dataset
uspto-grants-2011_03
Patent number
US07915411B2

Reaction notes

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