Hydrochloric Acid → HCID 178486867, compound

HRID 1968631Notes

Reaction equation

HRID 1968631 reaction equation
[Na].F[C:3]1[CH:12]=[C:11]2[C:6]([C:7]([OH:13])=[N:8][CH:9]=[N:10]2)=[CH:5][C:4]=1[N+:14]([O-:16])=[O:15].Cl.[CH3:18][OH:19]>>[CH3:18][O:19][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([OH:13])=[N:8][CH:9]=[N:10]2)=[CH:5][C:4]=1[N+:14]([O-:16])=[O:15]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 5360545SodiumHCID 178526403HCID 178526403, compound

Product 1

HCID 178486867HCID 178486867, compoundYield 92%

Procedure

Sodium (92 mg, 4 mmol) was dissolved in methanol (4 mL) under nitrogen at 0° C. 7-Fluoro-6-nitroquinazolin-4-ol (418 mg, 2 mmol) was added. The mixture was refluxed for 3 h and then cooled to room temperature, and treated with 2N HCl to adjust its pH to 3-4. The solution was concentrated, and the residue was diluted with ethyl acetate, and washed with water twice. The organic solution was concentrated to give 7-methoxy-6-nitroquinazolin-4-ol (405 mg, yield: 92%).

Workup

  1. temperatureThe mixture was refluxed for 3 h
  2. concentrationThe solution was concentrated
  3. additionthe residue was diluted with ethyl acetate
  4. washwashed with water twice
  5. concentrationThe organic solution was concentrated

Sources & evidence

ORD record
ord-694177b83e2445e9ba91beadc0ed81bb
Source dataset
uspto-grants-2013_04
Patent number
US08426430B2

Reaction notes

Loading…