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Hydrochloric Acid → 3-(3-Chlorobenzoyl)-6-ethyl-2-ethylaminopyridine

HRID 368970
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HRID 368970 반응식
Cl[C:2]1[C:7]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[CH:10]=2)=[CH:6][CH:5]=[C:4]([CH2:17][CH3:18])[N:3]=1.[CH2:19]([NH2:21])[CH3:20].Cl.[OH-].[Na+]>>[Cl:15][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=1)[C:8]([C:7]1[C:2]([NH:21][CH2:19][CH3:20])=[N:3][C:4]([CH2:17][CH3:18])=[CH:5][CH:6]=1)=[O:16]
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참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 6341EthylamineHCID 14798Sodium HydroxideHCID 232844892-Chloro-3-(3-chlorobenzoyl)-6-ethylpyridine

생성물 1

HCID 154805223-(3-Chlorobenzoyl)-6-ethyl-2-ethylaminopyridine수율 76%

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온도
100 °C

실험 절차

A mixture of 2-chloro-3-(3-chlorobenzoyl)-6-ethylpyridine (3.4 g, 12 mmol) and 70% ethylamine aqueous solution (15 ml) was sealed in a tube and stirred at 100° C. for 4 hours. The reaction solution was cooled to room temperature and then transferred into a separating funnel. This was acidified by adding 1 N hydrochloric acid, vigorously shaken and then alkalified by adding 1 N sodium hydroxide aqueous solution. This was extracted with chloroform, the resulting organic layer was dried over anhydrous magnesium sulfate, magnesium sulfate was removed by filtration and then the filtrate was concentrated under a reduced pressure. Thereafter, the resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give 3-(3-chlorobenzoyl)-6-ethyl-2-ethylaminopyridine (2.6 g, 76%) as a yellow oily material.

후처리

  1. customwas sealed in a tube
  2. temperatureThe reaction solution was cooled to room temperature
  3. customtransferred into a separating funnel
  4. stirringvigorously shaken
  5. extractionThis was extracted with chloroform
  6. dry with materialthe resulting organic layer was dried over anhydrous magnesium sulfate, magnesium sulfate
  7. customwas removed by filtration
  8. concentrationthe filtrate was concentrated under a reduced pressure
  9. customThereafter, the resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-4e2539f478604166b70c6564becfdf9f
출처 데이터셋
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06136810

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