Diethyl Ether → 4-Amino-1-Isobutyl-1,2-Dihydro-2-Oxo-1,8-Naphthyridine-3-Carboxylic Acid Ethyl Ester

HRID 1703126

反応式

HRID 1703126 の反応式
[CH2:1]([NH:5][C:6]1[N:13]=[CH:12][CH:11]=[CH:10][C:7]=1[C:8]#[N:9])[CH:2]([CH3:4])[CH3:3].C([CH:16]([C:20](Cl)=[O:21])[C:17](Cl)=[O:18])C.[CH2:23]([O:25]CC)[CH3:24]>>[CH2:23]([O:25][C:20]([C:16]1[C:17](=[O:18])[N:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[C:6]2[C:7]([C:8]=1[NH2:9])=[CH:10][CH:11]=[CH:12][N:13]=2)=[O:21])[CH3:24]

参加物

4

反応物 3

HCID 3283Diethyl EtherHCID 109209242-Ethylpropanedioyl dichlorideHCID 128186522-(Isobutylamino)nicotinonitrile

生成物 1

HCID 128186194-Amino-1-Isobutyl-1,2-Dihydro-2-Oxo-1,8-Naphthyridine-3-Carboxylic Acid Ethyl Ester

実験手順

To a solution of 12.25 g. (0.07 mole) of 2-isobutylaminonicotinonitrile in 300 ml. of anhydrous ethyl ether was added 5.2 g. (0.035 mole) of ethyl malonyl chloride. The mixture was stirred at room temperature for 30 minutes and was filtered. The filtrate was evaporated in a rotary evaporator and the residue was dissolved in 20 ml. of ethanol. This solution was added to a solution of 1.6 g. of sodium in 150 ml. of ethanol. After stirring at room temperature for 5 minutes, the mixture was diluted with water and was acidified with conc. hydrochloric acid. The precipitate which formed was collected, air dried and was recrystallized from ethyl acetate to afford 2.1 g. of the title product, m.p. 157°-159° C.

後処理

  1. filtrationwas filtered
  2. customThe filtrate was evaporated in a rotary evaporator
  3. dissolutionthe residue was dissolved in 20 ml
  4. additionThis solution was added to a solution of 1.6 g
  5. stirringAfter stirring at room temperature for 5 minutes
  6. additionthe mixture was diluted with water
  7. customThe precipitate which formed
  8. customwas collected
  9. customair dried
  10. customwas recrystallized from ethyl acetate
  11. customto afford 2.1 g

出典と根拠

ORDレコード
ord-3f6419be07a74680b124e9ef35386db3
出典データセット
uspto-grants-1982_09
特許番号
US04350817

関連ノート

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