Benzylamine → HCID 178509283、化合物

HRID 57244

反応式

HRID 57244 の反応式
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10](=[C:13](SC)SC)[C:11]#[N:12].[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O.[NH2:27][NH2:28]>C(O)C>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[C:11]([NH2:12])=[N:27][NH:28][C:13]=1[NH:25][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

5

反応物 3

HCID 7504BenzylamineHCID 24654Hydrazine hydrate (1:1)HCID 28077272-Benzothiazol-2-yl-3,3-bis-methylsulfanylacrylonitrile

生成物 1

HCID 178509283HCID 178509283、化合物収率 53%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 2-benzothiazol-2-yl-3,3-bismethylsulfanylacrylonitrile (200 mg, 0.73 mmol) and benzylamine (160 mg, 1.5 mmol) in 50 mL of ethanol was heated to reflux for 90 minutes. Hydrazine hydrate (35 μL, 1.0 mmol) was then added to the reaction mixture. The solution was heated to reflux until the reaction was complete as determined by TLC analysis. The reaction solution was allowed to cool to room temperature and the title compound (124 mg) was isolated by filtration, washed with ethanol and dried under high vacuum. MS (m/z, ES+): 322 (M+1, 100%); 1H NMR (300 MHz, ppm, DMSO-d6): δμ11.32 (br s, 1/3H), 10.89 (s, br., 2/3H), 7.98 (d, 3J=7.7 Hz, 1H), 7.82 (d, 3J=8.0 Hz, 1H), 7.41-7.28 (m, 6H), 7.22 (m, 1H), 6.15 (br s, 9/10H), 4.95 (br s, 1/10H), 4.48 (d, 3J=4.7 Hz, 1H). Yield=53%.

後処理

  1. temperatureto reflux for 90 minutes
  2. temperatureThe solution was heated
  3. temperatureto reflux until the reaction

出典と根拠

ORDレコード
ord-b9c15dfee0ca4b36b171547a69834048
出典データセット
uspto-grants-2016_09
特許番号
US09434720B2

関連ノート

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