Water → 2-Chloro-5,6,7,8-tetrahydroquinazolin-8-one
Reaction equation
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][CH2:6][C:5](=NO)[C:4]=2[N:3]=1.[OH2:14]>CC(C)=O>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][CH2:6][C:5](=[O:14])[C:4]=2[N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
2-Chloro-6,7-dihydro-5H-quinazolin-8-one oxime (Example 257a)(620 mg; 3.1 mmol) is dissolved in HClconc (12 ml), combined with water (50 ml) and acetone (12 ml) and heated to 80° C. for 20 minutes. The yellow solution is cooled and poured on Na2CO3/water (12 g/150 ml) and extracted with ethyl acetate three times. The combined organic phases are dried over Na2SO4, filtered and evaporated to dryness to deliver the title compound as yellow crystals (480 mg; 84%).
Workup
- temperatureThe yellow solution is cooled
- additionpoured on Na2CO3/water (12 g/150 ml)
- extractionextracted with ethyl acetate three times
- dry with materialThe combined organic phases are dried over Na2SO4
- filtrationfiltered
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-a25f364cbb5e4368a9da07db72abc90e
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07838674B2
Reaction notes
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