1-Methoxy-2-propanol → HCID 178515044, compound
Reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([NH:6][C:7]1[NH:11][N:10]=[N:9][N:8]=1)=[O:5].[CH2:16](OC(OCC)OCC)C.COCC(O)C>C(O)C>[NH:8]1[C:7]([N:6]2[C:4](=[O:5])[C:3]3[C:2](=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:1]=[CH:16]2)=[N:11][N:10]=[N:9]1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 10 °C
Procedure
A mixture of 326 g of 2-amino-N-(1H-tetrazol-5-yl)benzamide, 680 ml of triethoxymethane and 2 liters of 1-methoxy-2-propanol was heated at reflux. The ethanol which formed was removed through a reflux head. After about 30-60 minutes with a pot temperature above 100° C., HPLC showed that all the starting material had reacted. The mixture was then cooled to 10° C. and the solid which formed was separated by filtration, washed with methanol and dried. The crude product was dissolved in hot dimethylformamide and the solution was diluted with methanol and cooled. The solid which precipitated was separated by filtration to give 3-(1H-tetrazol-5-yl)-4(3H)-quinazolinone melting at about 259°-260° C. This compound has the following structural formula: ##STR4##
Workup
- temperaturewas heated
- temperatureat reflux
- customwas removed through a reflux head
- customthe starting material had reacted
- customthe solid which formed
- customwas separated by filtration
- washwashed with methanol
- customdried
- dissolutionThe crude product was dissolved in hot dimethylformamide
- additionthe solution was diluted with methanol
- temperaturecooled
- customThe solid which precipitated
- customwas separated by filtration
Sources & evidence
- ORD record
- ord-e25b4f9636984d03bd234a43eb603d12
- Source dataset
- uspto-grants-1983_12
- Patent number
- US04419357
Reaction notes
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