1-(4-Ethoxycarbonylphenyl)-2-thiourea → HCID 57780714、化合物

HRID 2075976ノート

反応式

HRID 2075976 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 57780714HCID 57780714、化合物収率 65.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9d8422a9d503483a9040cc1baed90cec
出典データセット
uspto-grants-2011_04
特許番号
US07923450B2

反応ノート

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