Hydrazine hydrate (1:1) → HCID 89733627, 화합물

HRID 573930노트

반응식

HRID 573930 반응식
[CH2:1]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[N:11]=[C:12]=[S:13])[CH3:2].O.[NH2:15][NH2:16]>C(O)C>[CH2:1]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[NH:11][C:12]([NH:15][NH2:16])=[S:13])[CH3:2]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 83799798HCID 83799798, 화합물

생성물 1

HCID 89733627HCID 89733627, 화합물수율 87%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2-ethyl-1-isothiocyanato-4-methoxybenzene (4.9 g, 25 mmol) in ethanol (22 mL), was added slowly, hydrazine-hydrate (1.3 g, 28 mmol). The reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was evaporated under reduced pressure and diluted with ethyl acetate (250 mL) and washed with water (2×50 mL), followed by brine (2×50 mL). The organic phase was dried over sodium sulfate, filtered, and evaporated under reduced pressure. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title compound as a white solid (4.9 g, 86%): mp 113-115° C.; 1H NMR (400 MHz, DMSO-d6) δ 9.19 (s, 1H), 8.89 (s, 1H), 7.20-7.19 (m, 1H), 6.77-6.71 (m, 2H), 4.71 (bs, 2H), 3.74 (s, 3H), 2.52-2.47 (m, 2H), 1.13-1.08 (m, 3H); ESIMS m/z 224 ([M−H]−).

후처리

  1. customThe reaction mixture was evaporated under reduced pressure
  2. additiondiluted with ethyl acetate (250 mL)
  3. washwashed with water (2×50 mL)
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customPurification by flash column chromatography

출처 및 근거

ORD 기록
ord-7d086552569740adaeb2437329c0ff14
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029560B2

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