Water → N-(2,6-diisopropylphenyl)-2-(2,2-dioxo-1-phenyl-2-thia-1,3-diazaspiro[4.5]dec-3-yl]acetamide

HRID 1894858

反応式

HRID 1894858 の反応式
C(=O)([O-])[O-].[K+].[K+].[C:7]1([N:13]2[C:17]3([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[CH2:16][NH:15][S:14]2(=[O:24])=[O:23])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl[CH2:26][C:27]([NH:29][C:30]1[C:35]([CH:36]([CH3:38])[CH3:37])=[CH:34][CH:33]=[CH:32][C:31]=1[CH:39]([CH3:41])[CH3:40])=[O:28].O>CN(C)C=O>[CH:39]([C:31]1[CH:32]=[CH:33][CH:34]=[C:35]([CH:36]([CH3:37])[CH3:38])[C:30]=1[NH:29][C:27](=[O:28])[CH2:26][N:15]1[CH2:16][C:17]2([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[N:13]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[S:14]1(=[O:23])=[O:24])([CH3:40])[CH3:41]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 23637742-Chloro-N-(2,6-diisopropylphenyl)acetamideHCID 686307321-Phenyl-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide

生成物 1

HCID 25226976N-(2,6-diisopropylphenyl)-2-(2,2-dioxo-1-phenyl-2-thia-1,3-diazaspiro[4.5]dec-3-yl]acetamide収率 53%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

75 mg (0.54 mmol) of potassium carbonate are added to a solution of 130 mg (0.49 mmol) of 1-phenyl-2-thia-1,3-diazaspiro[4.5]decane-2,2-dioxide and 136 mg (0.54 mmol) of 2-chloro-N-(2,6-diisopropylphenyl)-acetamide in 30 ml of dimethylformamide. The reaction medium is stirred at room temperature for one night and then it is heated to reflux for 6 hours and at room temperature for 48 h. The medium is then poured into water and extracted with ethyl acetate. The organic phases are collected and washed with water. They are dried over sodium sulfate. The solvents are evaporated. The residue is chromatographed on silica gel (heptane/ethyl acetate 90/10). 125 mg of N-(2,6-diisopropylphenyl)-2-(2,2-dioxo-1-phenyl-2-thia-1,3-diazaspiro[4.5]dec-3-yl]acetamide are obtained in the form of a yellow oil. The product is triturated in dichloromethane and plenty of heptane. A solid is obtained. M.p. 140-2° C., yield=53%.

後処理

  1. temperatureit is heated
  2. temperatureto reflux for 6 hours and at room temperature for 48 h
  3. extractionextracted with ethyl acetate
  4. customThe organic phases are collected
  5. washwashed with water
  6. dry with materialThey are dried over sodium sulfate
  7. customThe solvents are evaporated
  8. customThe residue is chromatographed on silica gel (heptane/ethyl acetate 90/10)

出典と根拠

ORDレコード
ord-79a5fb6caafa43a28a312bc2dfa1098e
出典データセット
uspto-grants-2013_08
特許番号
US08513307B2

関連ノート

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