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Acetic Acid → 2-(beta-Diethylaminoethyl)amino-6-(beta-diethylaminoethyl)aminonitrobenzene dihydrochloride

HRID 2291446
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HRID 2291446 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][CH2:9][CH2:10][N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])[C:5]([N+:16]([O-:18])=[O:17])=[C:4]([NH:19][CH2:20][CH2:21][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24])[CH:3]=1.C(O)(=O)C.C(O)=O.[ClH:34]>C(N(CC)CC)C.O.C(O)C.[Pd]>[ClH:1].[ClH:34].[CH2:14]([N:11]([CH2:12][CH3:13])[CH2:10][CH2:9][NH:8][C:6]1[CH:7]=[CH:2][CH:3]=[C:4]([NH:19][CH2:20][CH2:21][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24])[C:5]=1[N+:16]([O-:18])=[O:17])[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 176Acetic AcidHCID 284Formic AcidHCID 313Hydrochloric AcidHCID 200710864-Chloro-2-(beta-diethylaminoethyl)amino-6-(beta-diethylaminoethyl)aminonitrobenzene

생성물 1

HCID 200710842-(beta-Diethylaminoethyl)amino-6-(beta-diethylaminoethyl)aminonitrobenzene dihydrochloride

시약·촉매·용매 4

HCID 23938
Palladium
촉매
HCID 702Ethanol용매
HCID 962Water용매
HCID 8471Triethylamine용매

실험 절차

300 mg of palladium at a concentration of 10% on calcium carbonate are added to 0.015 mole (5.8 g) of 4-chloro-2-(β-diethylaminoethyl)amino-6-(β-diethylaminoethyl)aminonitrobenzene in 11.1 ml of triethylamine, after which 2.86 ml of acetic acid and 2.1 ml of formic acid are added dropwise. After the end of the additions, the materials are heated under reflux for 3 hours 30 minutes. The reaction mixture is diluted with 10 ml of water. The catalyst is removed by hot filtration. The filtrate is evaporated to dryness under vacuum. The inorganic salts are precipitated by adding acetone and are removed by filtration. After evaporation of the acetone, an oil is obtained and this, after treatment with a solution of hydrochloric acid in absolute ethanol, leads to the expected product which is isolated by evaporating off the alcohol and precipitating with ethyl ether.

후처리

  1. temperatureAfter the end of the additions, the materials are heated
  2. temperatureunder reflux for 3 hours 30 minutes
  3. customThe catalyst is removed by hot filtration
  4. customThe filtrate is evaporated to dryness under vacuum
  5. customThe inorganic salts are precipitated
  6. additionby adding acetone
  7. customare removed by filtration
  8. customAfter evaporation of the acetone
  9. customan oil is obtained

출처 및 근거

ORD 기록
ord-750619d960624c46842dfbc1c395a29c
출처 데이터셋
uspto-grants-1989_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04797129

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