Methyl isothiocyanate → HCID 67027559, 화합물

HRID 455148

반응식

HRID 455148 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][C:18]([NH:20][NH2:21])=O)=[CH:4][CH:3]=1.[N:22]([CH3:25])=[C:23]=[S:24]>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][C:18]2[S:24][C:23]([NH:22][CH3:25])=[N:21][N:20]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 11167Methyl isothiocyanateHCID 670291592-(2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetohydrazide

생성물 1

HCID 67027559HCID 67027559, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 2-(2-(4-chlorophenyl)imidazo[1,2-α]pyridin-3-yl)acetohydrazide (0.1 g, 0.33 mmol) in EtOH (1 mL) was treated with isothiocyanatomethane (0.023 mL, 0.33 mmol) and refluxed for 3 h. The precipitated thiosemicarbazide was filtered and dissolved in concentrated sulfuric acid. The reaction mixture was stirred for 30 min at rt. The mixture was poured into cold water and the precipitated product was filtered in vacuo and washed with ditilled water. The crude product was recrystallized in EtOH to provide the title product as a yellow solid. M/e+ 356 for C17H15ClN5S (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 8.15 (d, J=6.9 Hz, 1H), 7.71 (d, J=8.4 Hz, 2H), 7.63 (d, J=9.1 Hz, 1H), 7.45 (d, J=8.4 Hz, 2H), 7.22 (m, 2H), 6.84 (t, J=6.6 Hz, 1H), 4.65 (s, 2H), 2.98 (s, 3H) ppm.

후처리

  1. temperaturerefluxed for 3 h
  2. filtrationThe precipitated thiosemicarbazide was filtered
  3. dissolutiondissolved in concentrated sulfuric acid
  4. additionThe mixture was poured into cold water
  5. filtrationthe precipitated product was filtered in vacuo
  6. washwashed with ditilled water
  7. customThe crude product was recrystallized in EtOH

출처 및 근거

ORD 기록
ord-888b828b65714ecd81476971290fd73e
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08497278B2

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