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Acetic Acid → 2-(gamma-Hydroxypropyl)amino-6-(gamma-hydroxypropyl)aminonitrobenzene

HRID 981817
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HRID 981817 반응식
Cl[C:2]1[CH:7]=[C:6]([NH:8][CH2:9][CH2:10][CH2:11][OH:12])[C:5]([N+:13]([O-:15])=[O:14])=[C:4]([NH:16][CH2:17][CH2:18][CH2:19][OH:20])[CH:3]=1.C(O)(=O)C.C(O)=O.O>C(N(CC)CC)C.[Pd]>[OH:20][CH2:19][CH2:18][CH2:17][NH:16][C:4]1[CH:3]=[CH:2][CH:7]=[C:6]([NH:8][CH2:9][CH2:10][CH2:11][OH:12])[C:5]=1[N+:13]([O-:15])=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 284Formic AcidHCID 962WaterHCID 200710684-Chloro-2-(gamma-hydroxypropyl)amino-6-(gamma-hydroxypropyl)aminonitrobenzene

생성물 1

HCID 200710672-(gamma-Hydroxypropyl)amino-6-(gamma-hydroxypropyl)aminonitrobenzene

시약·촉매·용매 2

HCID 23938Palladium
촉매
HCID 8471Triethylamine용매

실험 절차

340 mg of palladium at a concentration of 10% on calcium carbonate are added to 0.017 mole (5.2 g) of 4-chloro-2-(γ-hydroxypropyl)amino-6-(γ-hydroxypropyl)amino-nitrobenzene in 11.7 ml of triethylamine. 0.9 ml of acetic acid and 2.3 ml of formic acid are then run in dropwise. A high exothermicity is noted. The reaction mixture is heated under reflux for 3 hours. 10 ml of water are added. The reaction mixture diluted in this manner is filtered hot to remove the catalyst. The expected product precipitates from the filtrate as it cools. It is filtered off, washed with water and then dried under vacuum in the presence of phosphorus pentoxide. Recrystallized from ethyl acetate, it melts at 90° C.

후처리

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 3 hours
  3. additionThe reaction mixture diluted in this manner
  4. filtrationis filtered hot
  5. customto remove the catalyst
  6. customThe expected product precipitates from the filtrate as it
  7. filtrationIt is filtered off
  8. washwashed with water
  9. dry with materialdried under vacuum in the presence of phosphorus pentoxide
  10. customRecrystallized from ethyl acetate, it melts at 90° C.

출처 및 근거

ORD 기록
ord-de230ff7b8544dcb864075e32f0e1df5
출처 데이터셋
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04992586

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