Ethylamine → 1-(2-Ethylamino-4-pyridyl)-1-ethanone

HRID 1155540노트

반응식

HRID 1155540 반응식
Cl[C:2]1[CH:7]=[C:6]([CH:8]2[O:13]CCO[CH2:9]2)[CH:5]=[CH:4][N:3]=1.[CH2:14]([NH2:16])[CH3:15]>CN1CCCC1=O>[CH2:14]([NH:16][C:2]1[CH:7]=[C:6]([C:8](=[O:13])[CH3:9])[CH:5]=[CH:4][N:3]=1)[CH3:15]

참가 물질

4

반응물 2

HCID 6341EthylamineHCID 867381251-(2-Chloro-4-pyridyl)-1-ethylenedioxyethane

생성물 1

HCID 131452661-(2-Ethylamino-4-pyridyl)-1-ethanone

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
165 °C

실험 절차

A mixture of 18.8 g. (94 mmoles) of 1-(2-chloro-4-pyridyl)-1-ethylenedioxyethane and 50 ml. of ethylamine in 80 ml. of N-methyl-2-pyrrolidinone was sealed in a steel bomb and heated at 165° C. for 15 hours. The bomb was cooled and the contents distilled under reduced pressure to remove excess solvent. The residue in 100 ml. of methylene chloride was extracted with 2 N hydrochloric acid (3×25 ml.). The combined acid extracts were heated at 80° C. for 3 hours and were then cooled and made basic with sodium carbonate. The basified mixture was extracted with methylene chloride (4×25 ml.), and the combined organic extracts dried over sodium sulfate and evaporated to an oil which solidified, 11.5 g. (75%), m.p. 55°-57° C. The analytical sample was recrystallized from cyclohexane, m.p. 62°-63° C.

후처리

  1. additionA mixture of 18.8 g
  2. temperatureThe bomb was cooled
  3. distillationthe contents distilled under reduced pressure
  4. customto remove excess solvent
  5. extractionof methylene chloride was extracted with 2 N hydrochloric acid (3×25 ml.)
  6. temperatureThe combined acid extracts were heated at 80° C. for 3 hours
  7. temperaturewere then cooled
  8. extractionThe basified mixture was extracted with methylene chloride (4×25 ml.)
  9. dry with materialthe combined organic extracts dried over sodium sulfate
  10. customevaporated to an oil which
  11. customThe analytical sample was recrystallized from cyclohexane, m.p. 62°-63° C.

출처 및 근거

ORD 기록
ord-72cee7939b62452fa43008d1c1bc7bc0
출처 데이터셋
uspto-grants-1981_11
특허 번호
US04302464

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