Thionyl Chloride → HCID 13476542, compound

HRID 1156343Notes

Reaction equation

HRID 1156343 reaction equation
O[CH2:2][CH2:3][N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[NH:6][C:5]1=[O:15].S(Cl)([Cl:18])=O>>[Cl:18][CH2:2][CH2:3][N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[NH:6][C:5]1=[O:15]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 13476541HCID 13476541, compound

Product 1

HCID 13476542HCID 13476542, compoundYield 86%

Procedure

A mixture of 3.6 parts of 1-(2-hydroxyethyl)-2,4(1H,3H)-quinazolinedione and 40 parts of thionyl chloride is stirred and refluxed overnight. The reaction mixture is allowed to cool to room temperature. The precipitated product is filtered off, washed with 2,2'-oxybispropane and dried, yielding 3.4 parts (86%) of 1-(2-chloroethyl)-2,4-(1H,3H)-quinazolinedione; mp. 215.3° C.

Workup

  1. temperaturerefluxed overnight
  2. filtrationThe precipitated product is filtered off
  3. washwashed with 2,2'-oxybispropane
  4. customdried

Sources & evidence

ORD record
ord-c5da8d98a7164fa885d9ed1288adb209
Source dataset
uspto-grants-1982_06
Patent number
US04335127

Reaction notes

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