Thionyl Chloride → HCID 15027662, compound

HRID 1090649Notes

Reaction equation

HRID 1090649 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH:7]1[S:15][C:14]2[N:9]([C:10](=[O:20])[N:11]([CH2:17][CH2:18][CH3:19])[C:12](=[O:16])[CH:13]=2)[CH2:8]1>C(Cl)Cl>[Cl:3][CH2:6][CH:7]1[S:15][C:14]2[N:9]([C:10](=[O:20])[N:11]([CH2:17][CH2:18][CH3:19])[C:12](=[O:16])[CH:13]=2)[CH2:8]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 15045483HCID 15045483, compound

Product 1

HCID 15027662HCID 15027662, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (0.61 ml)was added dropwise to a solution of 2-hydroxymethyl-6-propyl-2,3-dihydro-5H-thiazolo[3,2-c]pyrimidine-5,7(6H)-dione (1 g) in methylene chloride (15 ml) with stirring at room temperature, and the solution was refluxed for 16 hours. The solution was concentrated to dryness, and the resulting residue was purified by column chromatography on silica gel. The resulting crude crystals were recrystalized from methylene chloride-isopropyl ether to give colorless crystals (0.9 g, 84%).

Workup

  1. temperaturethe solution was refluxed for 16 hours
  2. concentrationThe solution was concentrated to dryness
  3. customthe resulting residue was purified by column chromatography on silica gel
  4. customThe resulting crude crystals were recrystalized from methylene chloride-isopropyl ether

Sources & evidence

ORD record
ord-bc3a0053c2c648a883a6232a6f3ace23
Source dataset
uspto-grants-1992_01
Patent number
US05082838

Reaction notes

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