Water → 7-Benzyloxy4-(2-methoxyethylsulphanyl)quinazoline

HRID 1597244Notes

Reaction equation

HRID 1597244 reaction equation
[CH3:1][O:2][CH2:3][CH2:4]Br.[CH2:6]([O:13][C:14]1[CH:23]=[C:22]2[C:17]([C:18](=[S:24])[NH:19][CH:20]=[N:21]2)=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH2:6]([O:13][C:14]1[CH:23]=[C:22]2[C:17]([C:18]([S:24][CH2:4][CH2:3][O:2][CH3:1])=[N:19][CH:20]=[N:21]2)=[CH:16][CH:15]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 178527906HCID 178527906, compound

Product 1

HCID 216992667-Benzyloxy4-(2-methoxyethylsulphanyl)quinazolineYield 89%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Bromoethyl methyl ether (3.2 ml, 33 mmol) was added dropwise to a solution of 7-benzyloxy-3,4-dihydroquinazolin-4-thione (7.4 g, 28 mmol), (prepared as described for the starting material in Example 8), in DMF (275 ml) containing potassium carbonate (4.6 g, 33 mmol). After stirring for 4 hours, water was added and the precipitate was collected by filtration, washed with water, and dried under vacuum to give 7-benzyloxy4-(2-methoxyethylsulphanyl)quinazoline (8 g, 89%).

Workup

  1. custom(prepared
  2. filtrationthe precipitate was collected by filtration
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-aba3b8b77ee244749ae791b0371504b5
Source dataset
uspto-grants-2001_09
Patent number
US06294532B1

Reaction notes

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