Thionyl Chloride → HCID 23321750, compound

HRID 280337Notes

Reaction equation

HRID 280337 reaction equation
O[CH2:2][CH2:3][N:4]1[C:9](=[O:10])[CH:8]=[CH:7][NH:6][C:5]1=[O:11].S(Cl)([Cl:14])=O>ClC(Cl)Cl>[Cl:14][CH2:2][CH2:3][N:4]1[C:9](=[O:10])[CH:8]=[CH:7][NH:6][C:5]1=[O:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 152168273-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 23321750HCID 23321750, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred solution of 3 parts of 3-(2-hydroxyethyl)-2,4(1H,3H)-pyrimidinedione and 45 parts of trichloromethane were added dropwise 8 parts of thionyl chloride. Upon completion, stirring was continued for 1 hour at reflux temperature. The reaction mixture was cooled. The precipitated product was filtered off and crystallized from 2-propanol, yielding 3.1 parts of 3-(2-chloroethyl)-2,4(1H,3H)-pyrimidinedione; mp. 170° C. (60).

Workup

  1. temperatureat reflux temperature
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe precipitated product was filtered off
  4. customcrystallized from 2-propanol

Sources & evidence

ORD record
ord-ed9b37555b154b1cb10928446638c003
Source dataset
uspto-grants-1986_05
Patent number
US04588722

Reaction notes

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