5-Methyl-2-((2-nitrophenyl)amino)-3-thiophenecarbonitrile → 2-(2-Aminoanilino)-5-methylthiophene-3-carbonitrile

HRID 624540노트

반응식

HRID 624540 반응식
[CH3:1][C:2]1[S:6][C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N+:14]([O-])=O)=[C:4]([C:17]#[N:18])[CH:3]=1>C(OCC)(=O)C.[Pd]>[NH2:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[NH:7][C:5]1[S:6][C:2]([CH3:1])=[CH:3][C:4]=1[C:17]#[N:18]

참가 물질

4

반응물 1

HCID 3954605-Methyl-2-((2-nitrophenyl)amino)-3-thiophenecarbonitrile2회

생성물 1

HCID 674452622-(2-Aminoanilino)-5-methylthiophene-3-carbonitrile

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 5-methyl-2-((2-nitrophenyl)amino)thiophene-3-carbonitrile, prepared as described in the previous step, (43.3 g, 0.157 mol) in ethyl acetate (500 mL) was added 10% palladium on carbon (8 g). The black mixture was stirred at room temperature overnight under an atmosphere of hydrogen gas. When LCMS showed that most of 5-methyl-2-((2-nitrophenyl)amino)thiophene-3-carbonitrile was consumed completely, the mixture was filtered and the filtrate was concentrated to provide 2-((2-aminophenyl)amino)-5-methylthiophene-3-carbonitrile. 1H NMR (400 MHz, CDCl3) δ 7.29-7.21 (m, 1H), 7.11-7.10 (m, 1H), 6.86-6.79 (m, 2H), 6.48-6.47 (m, 1H), 6.42 (brs, 1H), 3.75-3.70 (br, 2H), 2.28 (s, 3H).

후처리

  1. customwas consumed completely
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-4e6582706d6845cea80b9e940d7f2bec
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303041B2

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