Hydrochloric Acid → N-acetyl-N-ethyl-2-(acetylthio)acetamide

HRID 1855763노트

반응식

HRID 1855763 반응식
[C:1]([NH:4][C:5](=[O:11])[CH2:6][S:7][C:8](=[O:10])[CH3:9])(=[O:3])[CH3:2].[H-].[Na+].[H][H].[CH2:16](I)[CH3:17].Cl>O.CCOCC.C(O)(=O)C.CN(C)C=O>[C:1]([N:4]([CH2:16][CH3:17])[C:5](=[O:11])[CH2:6][S:7][C:8](=[O:10])[CH3:9])(=[O:3])[CH3:2]

참가 물질

10

반응물 5

HCID 313Hydrochloric AcidHCID 6340IodoethaneHCID 24758Sodium hydrideHCID 12837856N-acetyl-2-(acetylthio)acetamideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 20540298N-acetyl-N-ethyl-2-(acetylthio)acetamide

시약·촉매·용매 4

HCID 176Acetic Acid용매HCID 962Water용매HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

A solution of 11 g. (0.063 mole) of N-acetyl-2-(acetylthio)acetamide in 75 ml. of dry dimethylformamide was cooled to -30° C. and there was then added 3.02 g. (0.063 mole) of 50% sodium hydride. The reaction mixture was aged until hydrogen evolution ceased. There was then added 5.1 ml. (0.063 mole) of ethyl iodide after cooling the reaction mixture to -40° C., after which the reaction mixture was allowed to come to room temperature and age overnight. A precipitate formed. There was next added 5 ml. of acetic acid, then 100 ml. of ether, followed by 30 ml. of 2.5 N hydrochloric acid and 70 ml. of water. The ether layer was separated and the water layer was increased to about 400 ml. with water, after which it was extracted three times with 100 ml. of ether. The ether extract was dried over magnesium sulfate and concentrated to an oil of 7.2 g. Composition of the product was verified by NMR and mass spectrometry.

후처리

  1. additionthere was then added 3.02 g
  2. additionThere was then added 5.1 ml
  3. customto come to room temperature
  4. customage overnight
  5. customA precipitate formed
  6. additionThere was next added 5 ml
  7. customThe ether layer was separated
  8. temperaturethe water layer was increased to about 400 ml
  9. extractionwith water, after which it was extracted three times with 100 ml
  10. extractionThe ether extract
  11. dry with materialwas dried over magnesium sulfate
  12. concentrationconcentrated to an oil of 7.2 g

출처 및 근거

ORD 기록
ord-1566035279774fea89fb0f2a6d057bef
출처 데이터셋
uspto-grants-1980_08
특허 번호
US04216160

반응 노트

불러오는 중…