Hydrochloric Acid → HCID 68679736, compound

HRID 2233261Notes

Reaction equation

HRID 2233261 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[N:11]=[CH:10][NH:9][C:8]2=[S:23].[CH3:24]I.Cl>O1CCCC1.O>[CH3:24][S:23][C:8]1[C:7]2[C:12](=[CH:13][C:14]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[C:5]([O:4][CH3:3])[CH:6]=2)[N:11]=[CH:10][N:9]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178486778HCID 178486778, compound

Product 1

HCID 68679736HCID 68679736, compoundYield 94.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Sodium hydroxide (1.0 N, 200 ml) was added to a solution of 6-methoxy-7-benzyloxy-3,4-dihydroquinazolin-4-thione (30 g, 0.1 mol) in tetrahydrofuran (100 ml) and then methyl iodide (7.5 ml, 0.12 mol) was slowly added at ambient temperature over 30 minutes. The pH of the solution was then adjusted to 7 with hydrochloric acid (2.0 N), the reaction was diluted with water and the solid was recovered by suction filtration. Drying in vacuo yielded 4-(methylthio)-6-methoxy-7-benzyloxyquinazoline (29.5 g, 94% yield):

Workup

  1. filtrationthe solid was recovered by suction filtration
  2. customDrying in vacuo

Sources & evidence

ORD record
ord-b75fe015de184e998a6b604e1aabf05a
Source dataset
uspto-grants-2010_05
Patent number
US07709479B1

Reaction notes

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