1-(4-Ethoxycarbonylphenyl)-2-thiourea → HCID 57780714, 화합물

HRID 2075976노트

반응식

HRID 2075976 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH2:15])=[S:14])=[CH:8][CH:7]=1)=[O:5])C.Br[CH:17]1[CH2:22][CH2:21][CH2:20][CH:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:18]1=O>C(O)C>[CH3:1][O:3][C:4](=[O:5])[C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[S:14][C:25]3[CH2:26][CH2:27][CH2:28][CH:23]([C:19]4[CH:20]=[CH:21][CH:22]=[CH:17][CH:18]=4)[C:24]=3[N:15]=2)=[CH:8][CH:7]=1

참가 물질

4

반응물 2

HCID 28088481-(4-Ethoxycarbonylphenyl)-2-thioureaHCID 127791292-Bromo-6-phenylcyclohexanone

생성물 1

HCID 57780714HCID 57780714, 화합물수율 65.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A suspension of 1-(4-ethoxycarbonylphenyl)-2-thiourea (105 mg, 0.5 mmol) and of 2-bromo-6-phenyl-cyclohexanone (253.1 mg, 1.00 mmol) in ethanol (4 mL) was heated for two days to reflux under an atmosphere of nitrogen. After cooling to room temperature the solvent was evaporated under reduced pressure and the residue was dissolved in dichloromethane. The product was precipitated with diethyl ether and heptane as an oil, which was purified on silica gel with dichloromethane as eluent to yield the title compound (120 mg, 63%) as a pale-yellow solid. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=10.42 (s, 1H), 7.77 (d, 2H), 7.50 (d, 2H), 7.28 (t, 2H), 7.27 (t, 1H), 7.12 (d, 2H), 4.23 (q, 2H), 4.06 (m, 1H), 2.73 (m, 2H), 2.12 (m, 1H), 1.70-1.90 (m, 3H), 1.27 (t, 3H).

후처리

  1. temperatureto reflux under an atmosphere of nitrogen
  2. customwas evaporated under reduced pressure
  3. dissolutionthe residue was dissolved in dichloromethane
  4. customThe product was precipitated with diethyl ether and heptane as an oil, which
  5. customwas purified on silica gel with dichloromethane as eluent

출처 및 근거

ORD 기록
ord-9d8422a9d503483a9040cc1baed90cec
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07923450B2

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