Hydrochloric Acid → HCID 178503515, compound

HRID 1774125Notes

Reaction equation

HRID 1774125 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([SH:12])[N:6]=[C:5]2[OH:13].CI.[O-][CH2:17]C.[Na+].Cl>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([S:12][CH3:17])[N:6]=[C:5]2[OH:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 2723922Sodium ethoxideHCID 178518554HCID 178518554, compound

Product 1

HCID 178503515HCID 178503515, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-bromo-2-mercapto-quinazolin-4-ol (0.32 g, 1.26 mmol), methyl iodide and sodium ethoxide in DMF (5 mL) was stirred at room temperature for 3 hours. HCl (1N, 3 ml) was added and the mixture was extracted with ethyl acetate. The organic layer was dried and concentrated to provide 0.31 g of crude product which was used without further purification. The product was characterized as follows: MS (m/z) 271 [M+H]+; HPLC retention time (Rt)=1.87 minutes (Method B).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe organic layer was dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-dea237e6e7554e69bc329e1428b8dc2a
Source dataset
uspto-grants-2016_02
Patent number
US09259426B2

Reaction notes

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