Dimethylformamide → 4-Chloro-7-nitroquinazoline

HRID 876605

Reaction equation

HRID 876605 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([C:8](=O)[NH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].CN(C=O)C.S(Cl)([Cl:22])=O>>[Cl:22][C:8]1[C:7]2[C:12](=[CH:13][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[N:11]=[CH:10][N:9]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 862228007-Nitroquinazolin-4(3H)-one

Product 1

HCID 8306804-Chloro-7-nitroquinazoline

Procedure

To a solution of 7-nitroquinazolin-4(3H)-one (2.0 g, 10.5 mmol) in 40 ml thionyl chloride was added 0.8 ml of DMF and the mixture was heated at reflux overnight then evaporated to dryness to provide crude 4-chloro-7-nitroquinazoline.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux overnight
  3. customthen evaporated to dryness

Sources & evidence

ORD record
ord-37afa7a63be94781b9bac2a079a532b0
Source dataset
uspto-grants-2015_03
Patent number
US08987242B2

Linked notes

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