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Beta-Alanine → HCID 57994046, 화합물

HRID 409361
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HRID 409361 반응식
[O:1]=[C:2]1[N:6]([CH:7]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]([OH:10])=[O:9])[C:5](=[S:18])[NH:4][CH2:3]1.[Br:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2S[C:29]([CH:31]=O)=[CH:28][CH:27]=2)=[CH:22][CH:21]=1.NCCC(O)=[O:37].CO.C(Cl)Cl>C(O)(=O)C>[Br:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[O:37][C:29](/[CH:31]=[C:3]3/[NH:4][C:5](=[S:18])[N:6]([CH:7]([CH2:11][C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)[C:8]([OH:10])=[O:9])[C:2]/3=[O:1])=[CH:28][CH:27]=2)=[CH:22][CH:21]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 239Beta-AlanineHCID 35780565-(4-Bromophenyl)thiophene-2-carbaldehydeHCID 21226129Dichloromethane methanolHCID 57994057HCID 57994057, 화합물

생성물 1

HCID 57994046HCID 57994046, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
170 °C

실험 절차

To a mixture of 2-(5-oxo-2-thioxoimidazolidin-1-yl)-3-phenylpropanoic acid (0.053 g, 0.199 mmol) and 5-(4-bromophenyl)thiophene-2-carbaldehyde (0.050 g, 0.199 mmol) in acetic acid 5 mL is added β-alanine (1.8 mg, 0.020 mmol) and heat to 170° C. for 30 min under microwave irradiation. The resulting reaction mixture is cooled down and the solvent is removed. The pure product (0.060 g, 0.120 mmol, red solid) is obtained by column chromatography using MeOH/DCM, 2-7% ration solvent system. 1H-NMR (CD3OD/300 MHz): 7.83 (dm, J=9.0 Hz, 2H), 7.44 (dm, J=9.3 Hz, 2H), 7.17 (m, 5H), 7.03 (s, 2H), 6.47 (s, 1H), 5.64 (d, J=8.7 Hz, 1H), 3.69 (m, 1H), 3.49 (m, 1H). MS (ES−, m/z): 495.2 (M−, 80.0).

후처리

  1. customThe resulting reaction mixture
  2. temperatureis cooled down
  3. customthe solvent is removed
  4. customThe pure product (0.060 g, 0.120 mmol, red solid) is obtained by column chromatography

출처 및 근거

ORD 기록
ord-dda2fc13f046444b8f9e49313082ab67
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08759384B2

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