Dimethylformamide → 4-Chloro-7-nitroquinazoline

HRID 237316

Reaction equation

HRID 237316 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-f0f7d6401cd4487e98e4fe40bbd46dba
Source dataset
uspto-grants-2014_02
Patent number
US08642582B2

Linked notes

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