Triethylamine → HCID 22619823, 화합물

HRID 840562노트

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HRID 840562 반응식
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([N+:11]([O-])=O)=[C:5]([N+:14]([O-])=O)[CH:4]=1.[H][H].Cl[CH:20]([CH3:25])[C:21](OC)=[O:22].C(N(CC)CC)C>CO.[Ni].C(O)C.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:6](=[CH:7][C:8]=1[O:9][CH3:10])[NH:11][C:21](=[O:22])[CH:20]([CH3:25])[NH:14]2

참가 물질

9

반응물 4

HCID 8471TriethylamineHCID 28659Methyl 2-chloropropionateHCID 2229891,2-Dimethoxy-4,5-dinitrobenzeneHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 22619823HCID 22619823, 화합물

시약·촉매·용매 4

HCID 935Nickel촉매HCID 702Ethanol용매HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

4,5-Dimethoxy-1,2-dinitrobenzene (34.2 g, 0.15 mol) was hydrogenated in 500 ml of methanol with Raney nickel catalysis using 1 atm hydrogen. After the calculated amount of hydrogen had been taken up, the process was stopped, the catalyst was removed by filtration with suction, and the solvent was stripped off in vacuo. To remove the water completely, the mixture was taken up twice in methanol and reconcentrated. 4,5-Dimethoxy-1,2-phenylenediamine (24.0 g), which remained as a brown oil, was refluxed for 48 hours in 200 ml of ethanol (96%) together with 17.1 ml (0.15 mol) of methyl 2-chloropropionate, with an addition of 21.0 ml (0.15 mol) of triethylamine. The solution, which was very dark, was concentrated, the concentrate was taken up in ethyl acetate, the mixture was washed twice with water and dried (sodium sulfate), and the solvent was stripped off in vacuo. The crude product was crystallized by stirring with diethyl ether (6.2 g, 19%). A analytically pure sample of melting point 151° C. was obtained by silica gel chromatography using ethyl acetate as the eluent.

후처리

  1. customthe catalyst was removed by filtration with suction
  2. customTo remove the water completely
  3. concentrationwas concentrated
  4. washthe mixture was washed twice with water
  5. dry with materialdried (sodium sulfate)
  6. customThe crude product was crystallized
  7. customA analytically pure sample of melting point 151° C. was obtained by silica gel chromatography

출처 및 근거

ORD 기록
ord-cc6610a367434656b7f9ff6535a98c46
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06369057B1

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