2-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazoline → 62412-39-9

HRID 1414238Notes

Reaction equation

HRID 1414238 reaction equation
[CH3:1][S:2][C:3]1[O:7][C:6]([C:8]([Cl:10])=[O:9])=[N:5][N:4]=1.[NH2:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[C:14]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[N:13]=1>O1CCOCC1>[ClH:10].[NH2:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[C:14]([N:26]2[CH2:31][CH2:30][N:29]([C:8]([C:6]3[O:7][C:3]([S:2][CH3:1])=[N:4][N:5]=3)=[O:9])[CH2:28][CH2:27]2)[N:13]=1

Participants

4

Reactant 2

HCID 6162672-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazolineHCID 135447285-(Methylsulfanyl)-1,3,4-oxadiazole-2-carbonyl chloride

Product 1

HCID 1594277762412-39-9Yield 99.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 5-methylthio-1,3,4-oxadiazole-2-carbonyl chloride (0.601 g., 3.36 mmole) in dioxane (10 ml.) was added to a solution of 4-amino-6,7-dimethoxy-2-(1-piperazinyl)quinazoline (0.972 g., 3.36 mmole) in dioxane (100 ml.). The resultant mixture was stirred at room temperature for 65 hours, then was heated at reflux for 30 minutes. Filtration gave the title compound (1.56 g.). Recrystallization from methanol gave a product having a M.P. of 280°-285° C. with decomposition.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 30 minutes
  3. filtrationFiltration

Sources & evidence

ORD record
ord-685cc610624c441b8623e6cf12e2104e
Source dataset
uspto-grants-1977_01
Patent number
US04001238

Reaction notes

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