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

HRID 1679484노트

반응식

HRID 1679484 반응식
[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

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21866502OxadiazoloneHCID 178507850HCID 178507850, 화합물

생성물 1

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

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-d8ee9ab104ee470190ca946e9bf4d654
출처 데이터셋
uspto-grants-1978_03
특허 번호
US04080500

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