Hydrochloric Acid → 5-amino-7-(1-piperidinyl)-2H-[1,2,4]oxadiazolo[2,3-a]pyridin-2-one

HRID 2397461ノート

反応式

HRID 2397461 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:5]=[C:4]([NH:14][C:15](N2CCCCC2)=[O:16])[N+:3]=1[O-:23].Cl.[OH-].[Na+].O1CC(=O)N=N1>>[NH2:1][C:2]1[N:3]2[O:23][C:15](=[O:16])[N:14]=[C:4]2[CH:5]=[C:6]([N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:7]=1

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21866502OxadiazoloneHCID 178507850HCID 178507850、化合物

生成物 1

HCID 205649285-amino-7-(1-piperidinyl)-2H-[1,2,4]oxadiazolo[2,3-a]pyridin-2-one収率 73%

実験手順

2-Amino-4-(1-piperidinyl)-6-[(1-piperidinylcarbonyl)-amino]pyridine 1-oxide (5.37 g., 0.017 mole) is dissolved in 100 ml. of 3N hydrochloric acid. After stirring the acid mixture for 0.5 hr. at room temperature, the mixture is cooled and neutralized with 50% sodium hydroxide affording a solid. The solid is collected, washed with water and air dried to provide 3.7 g. of crude oxadiazolone product, m.p. 283° C. (dec.). Further purification is carried out by dissolving the crude product in 300 ml. of methanol and treating the solution with activated charcoal. Concentration of the methanol solution to a volume of approximately 125 ml. and cooling affords 2.9 g. (73% yield) of 5-amino-7-(1-piperidinyl)-2H-[1,2,4]oxadiazolo[2,3-a]-pyridin-2-one, m.p. 246.5° C. (dec.) (corr.).

後処理

  1. customThe solid is collected
  2. washwashed with water and air
  3. customdried
  4. customto provide 3.7 g
  5. customFurther purification
  6. dissolutionby dissolving the crude product in 300 ml
  7. additionof methanol and treating the solution with activated charcoal
  8. temperatureand cooling
  9. customaffords 2.9 g

出典と根拠

ORDレコード
ord-bf83f7902bfb4fe4aa9eeb87b322c1a9
出典データセット
uspto-grants-1977_05
特許番号
US04021562

反応ノート

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