Ethyl Acetate → N-(cyclohexylmethyl)-2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]butanoyl}hydrazinecarboxamide

HRID 1514164노트

반응식

HRID 1514164 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH:15]([CH3:21])[CH2:16][C:17]([NH:19][NH2:20])=[O:18])[CH2:11][CH2:10]1.[CH2:22]1[CH2:27][CH2:26][CH:25]([CH2:28][N:29]=[C:30]=[O:31])[CH2:24][CH2:23]1.CCOC(C)=O>C1(C)C=CC=CC=1>[CH:25]1([CH2:28][NH:29][C:30]([NH:20][NH:19][C:17](=[O:18])[CH2:16][CH:15]([N:12]2[CH2:11][CH2:10][N:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])[CH2:14][CH2:13]2)[CH3:21])=[O:31])[CH2:26][CH2:27][CH2:22][CH2:23][CH2:24]1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 3414518(Isocyanatomethyl)cyclohexaneHCID 595364653-[4-(2-Methoxyphenyl)piperazin-1-yl]butanohydrazide

생성물 1

HCID 59536457N-(cyclohexylmethyl)-2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]butanoyl}hydrazinecarboxamide

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

To a suspension of 3-[4-(2-methoxyphenyl)piperazin-1-yl]butanohydrazide D12 (0.5 g, 1.71 mmol) in anhydrous toluene (7 mL), cyclohexanemethyl isocyanate (0.25 g, 1.80 mmol) was added dropwise at room temperature, the mixture was heated at 100° C. and stirred for 10 min. The solution was allowed to cool slowly to room temperature, AcOEt (15 mL) was added and the organic phase was washed with water (2×10 mL), dried over MgSO4 and evaporated under reduced pressure to afford 0.909 g N-(cyclohexylmethyl)-2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]butanoyl}hydrazinecarboxamide D13 as an orange oil. The product containing little toluene was used in the next step without further purification.

후처리

  1. temperatureto cool slowly to room temperature
  2. washthe organic phase was washed with water (2×10 mL)
  3. dry with materialdried over MgSO4
  4. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-eb1088f431054907a5c786af232139cd
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222254B2

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