Triethylamine → N-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]4-nitrobenzamide hydrochloride

HRID 1601339노트

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HRID 1601339 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][N:13]([CH3:18])[CH2:14][CH2:15][CH2:16][NH2:17])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[N+:19]([C:22]1[CH:30]=[CH:29][C:25]([C:26]([Cl:28])=[O:27])=[CH:24][CH:23]=1)([O-:21])=[O:20].C(N(CC)CC)C>C(Cl)Cl>[ClH:28].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][N:13]([CH3:18])[CH2:14][CH2:15][CH2:16][NH:17][C:26](=[O:27])[C:25]2[CH:24]=[CH:23][C:22]([N+:19]([O-:21])=[O:20])=[CH:30][CH:29]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 85024-Nitrobenzoyl chlorideHCID 104449491,3-Propanediamine, N-[2-(3,4-dimethoxyphenyl)ethyl]-N-methyl-

생성물 1

HCID 70011353N-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]4-nitrobenzamide hydrochloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

800 mg (3.17 mmol) N-[2-(3,4-Dimethoxyphenyl)ethyl]-N-methyl-1,3-propanediamine (D2), 630 mg (3.33 mmol) 4-nitro benzoyl chloride and 0.35 g (3.49 mmol) triethylamine in 30 ml methylene chloride were stirred for 2 hours at room temperature. The mixture was washed with water, dried over MgSO4 and concentrated in vacuo. The residue was purified twice by chromatography on silicagel using methylene chloride/methanol: 97/3 then 94/6 yielding 700 mg (55%) of the desired compound as a base. The compound was salified in methylene chloride by adding a solution of hydrochoric acid in diethyl ether yielding 594 mg (43%) of the desired compound as a yellow solid: mp=80-90° C.

후처리

  1. washThe mixture was washed with water
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified twice by chromatography on silicagel
  5. additionby adding a solution of hydrochoric acid in diethyl ether yielding 594 mg (43%) of the desired compound as a yellow solid

출처 및 근거

ORD 기록
ord-b1c9f2e7e66c4a66b685ac83eedc19ef
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05977179

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