Phosphorus oxychloride → 2-Cyclopropyl-4-chloro-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine

HRID 478056Notes

Reaction equation

HRID 478056 reaction equation
[CH:1]1([C:4]2[N:5]=[C:6](O)[C:7]3[S:13][CH2:12][CH2:11][CH2:10][C:8]=3[N:9]=2)[CH2:3][CH2:2]1.P(Cl)(Cl)([Cl:17])=O>>[CH:1]1([C:4]2[N:5]=[C:6]([Cl:17])[C:7]3[S:13][CH2:12][CH2:11][CH2:10][C:8]=3[N:9]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1785173982-cyclopropyl-1,6,7,8-tetrahydrothiopyrano[3,2-d]pyrimidin-4-one

Product 1

HCID 148788032-Cyclopropyl-4-chloro-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine

Procedure

A stirred solution of product from Step A (17 g) in phosphorus oxychloride (160 ml) was heated at reflux for 1 hour. Two-thirds of the phosphorus oxychloride was distilled from the reaction mixture and the residue poured into ice water to give 12.1 g of title compound which was dried and used in Step C without further purification or characterization.

Workup

  1. temperatureat reflux for 1 hour
  2. distillationTwo-thirds of the phosphorus oxychloride was distilled from the reaction mixture
  3. additionthe residue poured into ice water

Sources & evidence

ORD record
ord-62f492c972094ef5bf71d29276e04a9f
Source dataset
uspto-grants-1989_12
Patent number
US04889856

Reaction notes

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