Sodium Hydroxide → HCID 69315260, compound
Reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[CH2:7][CH2:8][CH2:9][C:10]([NH:12][CH3:13])=O.P(Cl)(Cl)(Cl)=O.[CH3:19][C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:30]([NH:32][NH2:33])=[O:31])[CH:26]=2)[N:21]=1.[OH-].[Na+]>ClCCl.C(Cl)(Cl)Cl.O>[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[CH2:7][CH2:8][CH2:9][C:10]([NH:33][NH:32][C:30]([C:25]1[CH:26]=[C:27]2[C:22](=[CH:23][CH:24]=1)[N:21]=[C:20]([CH3:19])[CH:29]=[CH:28]2)=[O:31])=[N:12][CH3:13]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 3
Procedure
4-[1,3]Dioxan-2-yl-N-methyl-butyramide (1 g, 5.35 mmol) was cooled to −78° C. in dry dichloromethane (10 ml) under argon and phosphorus oxychloride (0.65 ml, 7 mmol) was added dropwise. The mixture was warmed to room temperature to give an amber solution which was re-cooled to 0° C. This solution was added dropwise to a suspension of 2-methyl-quinoline-6-carboxylic acid hydrazide (1 g, 5 mmol) in chloroform (20 ml) and the mixture stirred at room temperature overnight. The mixture was poured into water (300 ml), basified with sodium hydroxide solution (5M) and extracted with dichloromethane (3×200 ml). The combined organic portions were dried (Na2SO4), filtered and evaporated to give the desired compound as a brown oil (1.28 g, 83%).
Workup
- customto give an amber solution which
- temperaturewas re-cooled to 0° C
- extractionextracted with dichloromethane (3×200 ml)
- dry with materialThe combined organic portions were dried (Na2SO4)
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-86273f1d986244f99a441319d3781da3
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07429579B2
Reaction notes
Loading…