Benzylamine → HCID 178509283, 화합물

HRID 407303

반응식

HRID 407303 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 178509283HCID 178509283, 화합물수율 53%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%.

후처리

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

출처 및 근거

ORD 기록
ord-83cd03b0ee4f4f378e0e57597ffa5a6c
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754233B2

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