Hydrochloric Acid → HCID 86645644, compound
Reaction equation
C[O:2][CH:3](OC)[CH2:4][CH2:5][N:6]1[C:11](=[O:12])[N:10]([C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:14])[C:9](=[O:21])[C:8]([CH3:22])=[N:7]1.Cl>O1CCCC1>[CH3:22][C:8]1[C:9](=[O:21])[N:10]([C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:14])[C:11](=[O:12])[N:6]([CH2:5][CH2:4][CH:3]=[O:2])[N:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-[3,3-bis(methyloxy)propyl]-6-methyl-4-(phenylcarbonyl)-1,2,4-triazine-3,5(2H,4H)-dione (P3, 92 mg, 0.276 mmol) in Tetrahydrofuran (THF) (2.3 mL), 1N hydrochloric acid aqueous solution (0.690 mL, 0.690 mmol) was added and the mixture was stirred at rt for 2.5 hours. The reaction was then quenched with water and extracted with AcOEt. Organic phase was washed with water and NaHCO3 saturated solution, dried over Na2SO4 and evaporated under reduced pressure affording 3-[6-methyl-3,5-dioxo-4-(phenylcarbonyl)-4,5-dihydro-1,2,4-triazin-2(3H)-yl]propanal as a crude product that was used for next step without purification.
Workup
- customThe reaction was then quenched with water
- extractionextracted with AcOEt
- washOrganic phase was washed with water and NaHCO3 saturated solution
- dry with materialdried over Na2SO4
- customevaporated under reduced pressure
Sources & evidence
- ORD record
- ord-10c78cc6e4324c7a9dff3fb9cde6ecec
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08217168B2
Reaction notes
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