Methanol → HCID 85198891, compound
Reaction equation
[C:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[N:20]=[C:19]([O:21][CH3:22])[CH:18]=[C:17]([O:23][CH3:24])[N:16]=2)[C:5]=1[C:6]([O:8][CH3:9])=[O:7])(=O)[CH3:2].Cl.[CH2:26]([O:28][NH2:29])[CH3:27].C([O-])(=O)C.[K+].CO>O>[CH3:22][O:21][C:19]1[CH:18]=[C:17]([O:23][CH3:24])[N:16]=[C:15]([O:14][C:10]2[CH:11]=[CH:12][CH:13]=[C:4]([C:1](=[N:29][O:28][CH2:26][CH3:27])[CH3:2])[C:5]=2[C:6]([O:8][CH3:9])=[O:7])[N:20]=1Participants
6
Procedure
1.0 g of methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzoate, 1.18 g of ethoxyamine hydrochloride and 1.18 g of potassium acetate were added to 30 ml of methanol, and the resultant mixture was refluxed with stirring for 5 hours. The reaction mixture was then poured into a cold water, and was extracted with ethyl acetate. The organic layer thus formed was washed with firstly dilute hydrochloric acid, then aqueous solution of sodium hydrogencarbonate and water in sequence. The organic layer was then dried and concentrated to obtain a solid. The solid product thus obtained was washed with n-hexane to obtain 0.76 g of the aimed compound (melting point=93° to 95° C.) at a yield of 67% as a colorless transparent crystal.
Workup
- extractionwas extracted with ethyl acetate
- customThe organic layer thus formed
- washwas washed with firstly dilute hydrochloric acid
- customThe organic layer was then dried
- concentrationconcentrated
- customto obtain a solid
- customThe solid product thus obtained
- washwas washed with n-hexane
Sources & evidence
- ORD record
- ord-d9b1525a614a4d54af954ad399a2ef93
- Source dataset
- uspto-grants-1994_04
- Patent number
- US05302739
Reaction notes
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