Phosphorus oxychloride → 4,7-Dichloro-6-nitroquinazoline

HRID 1875491Notes

Reaction equation

HRID 1875491 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[Cl:14])[NH:10][C:9](=O)[N:8]=[CH:7]2)([O-:3])=[O:2].P(Cl)(Cl)([Cl:18])=O>>[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[Cl:14])[N:10]=[CH:9][N:8]=[C:7]2[Cl:18])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 674347076-Nitro-7-chloro-quinazolone

Product 1

HCID 104904554,7-Dichloro-6-nitroquinazoline

Procedure

4.00 g of the above crystalline 6-nitro-7-chloro-quinazolone was refluxed with 15 mL of phosphoryl chloride for 2 h, then the reaction mixture was poured into ice water, filtered and dried to obtain the intermediate 6-nitro-4,7-dichloro-quinazoline; The intermediate was dissolved into 30 mL of isopropanol, and 3.00 g of 3-chloro-4-(m-fluoro-benzyloxy)-aniline was added. The reaction mixture was reacted under reflux for 2 h and a lot of solid was deposited, which was filtered and dried under vacuum to obtain the solid product of 6-nitro-7-chloro-4-amino substituted quinazoline (3.83 g).

Workup

  1. filtrationfiltered
  2. customdried

Sources & evidence

ORD record
ord-54df55f3691d4033b905da8ea9d10872
Source dataset
uspto-grants-2012_11
Patent number
US08309563B2

Reaction notes

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