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Water → N,N-diethyl-2-[(4-nitrophenyl)thio]ethanamine

HRID 1164953
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HRID 1164953 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([SH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[K+].Cl.Cl[CH2:15][CH2:16][N:17]([CH2:20][CH3:21])[CH2:18][CH3:19].O>CN(C)C=O>[CH2:16]([N:17]([CH2:20][CH3:21])[CH2:18][CH2:19][S:10][C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)[CH3:15]
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참가 물질

6

반응물 4

HCID 962WaterHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 14797Potassium HydroxideHCID 158094-Nitrobenzenethiol

생성물 1

HCID 19863411N,N-diethyl-2-[(4-nitrophenyl)thio]ethanamine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
100 °C

실험 절차

To a solution of 7.0 g (45 mmol) of 4-nitrothiophenol and 22.5 mL of 4N aqueous potassium hydroxide in 40 mL of dimethylformamide add a solution of 9.53 g (55 mmol) of 2-chloro-N,N-diethylethanamine hydrochloride in 40 mL of dimethylformamide. Heat the reaction mixture for about 3 h at 100° C. After this time, cool the mixture to room temperature and add 150 mL of water. Extract th aqueous mixture with 3×200 mL of methylene chloride. Combine the methylene chloride extracts and extract these with 200 mL of 1N aqueous hydrochloric acid. Make the acid extract basic with saturated aqueous sodium bicarbonate solution

후처리

  1. temperatureAfter this time, cool the mixture to room temperature
  2. extractionExtract th aqueous mixture with 3×200 mL of methylene chloride
  3. extractionextract these with 200 mL of 1N aqueous hydrochloric acid
  4. extractionextract basic with saturated aqueous sodium bicarbonate solution

출처 및 근거

ORD 기록
ord-35996cfa0cc04334839e1a618a31634f
출처 데이터셋
uspto-grants-1990_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04906634

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