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Ethanol → Ethyl N-phenylbenzenecarboximidothioate

HRID 2176336
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HRID 2176336 반응식
[O-][CH2:2][CH3:3].[Na+].[C:5]1([NH:11][C:12](=[S:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(O)C.ICC>ClCCl>[CH2:2]([S:19][C:12]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[N:11][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 702Ethanol2회HCID 6340IodoethaneHCID 668263ThiobenzanilideHCID 2723922Sodium ethoxide

생성물 1

HCID 13377974Ethyl N-phenylbenzenecarboximidothioate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

First, 3.2 g of sodium ethoxide, 10 g of N-phenylthiobenzamide, and 60 mL of ethanol were put in a 300 mL three-neck flask, and this mixed solution was stirred at room temperature for 1 hour. Then, 3.7 mL of iodoethane was added to this mixed solution, and heated and stirred at 60° C. for 6 hours to be reacted. After the reaction, ethanol was distilled off under a reduced pressure to give a brown oily substance. This oily substance was dissolved in dichloromethane, and washed with water and then a saturated aqueous solution of sodium hydrogen carbonate. After the washing, anhydrous magnesium sulfate was added to the resulting organic layer for drying. The resulting mixture was subjected to gravity filtration, and the filtrate was concentrated, so that N-[(ethylsulfanyl)phenylmethylidene]aniline was prepared (a brown oily substance, crude yield: 110%). The synthetic scheme of Step 1 is shown by (a-5).

후처리

  1. temperatureheated
  2. stirringstirred at 60° C. for 6 hours
  3. customto be reacted
  4. distillationwas distilled off under a reduced pressure
  5. customto give a brown oily substance
  6. washwashed with water
  7. additionAfter the washing, anhydrous magnesium sulfate was added to the resulting organic layer
  8. customfor drying
  9. filtrationThe resulting mixture was subjected to gravity filtration
  10. concentrationthe filtrate was concentrated, so that N-[(ethylsulfanyl)phenylmethylidene]aniline
  11. customwas prepared (a brown oily substance, crude yield: 110%)

출처 및 근거

ORD 기록
ord-85c4f829e8c847ae83269f638e7a2c5d
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09065061B2

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