Methyl isothiocyanate → HCID 67027559、化合物

HRID 455148

反応式

HRID 455148 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 67027559HCID 67027559、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-888b828b65714ecd81476971290fd73e
出典データセット
uspto-grants-2013_07
特許番号
US08497278B2

関連ノート

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