Thionyl Chloride → HCID 12852045, compound

HRID 1156325Notes

Reaction equation

HRID 1156325 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:16])[N:7]([CH2:13][CH2:14]O)[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.S(Cl)([Cl:19])=O>ClC(Cl)Cl>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:16])[N:7]([CH2:13][CH2:14][Cl:19])[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 12852044HCID 12852044, compound

Product 1

HCID 12852045HCID 12852045, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 23 parts of 7-chloro-3-(2-hydroxyethyl)-2,4(1H,3H)-quinazolinedione, 32 parts of thionyl chloride and 150 parts of trichloromethane is stirred and refluxed for 4 hours. The reaction mixture is cooled. The precipitated product is filtered off, washed with trichloromethane and with petroleumether, and dried, yielding 22 parts (88%) of 7-chloro-3-(2-chloroethyl)-2,4(1H,3H)-quinazolinedione.

Workup

  1. temperaturerefluxed for 4 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationThe precipitated product is filtered off
  4. washwashed with trichloromethane and with petroleumether
  5. customdried

Sources & evidence

ORD record
ord-9a6d68155304490687e6eddd084654e5
Source dataset
uspto-grants-1982_06
Patent number
US04335127

Reaction notes

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