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Potassium Carbonate → N-[(cyclohexylamino)carbonyl]-4-[3-(4-phenoxy-2-propylphenoxy)propoxy]benzenesulfonamide

HRID 2251732
ノート
印刷プレビュー

反応式

HRID 2251732 の反応式
[O:1]([C:8]1[CH:28]=[CH:27][C:11]([O:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([S:23]([NH2:26])(=[O:25])=[O:24])=[CH:19][CH:18]=2)=[C:10]([CH2:29][CH2:30][CH3:31])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH:38]1([N:44]=[C:45]=[O:46])[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1>CC(C)=O>[CH:38]1([NH:44][C:45]([NH:26][S:23]([C:20]2[CH:21]=[CH:22][C:17]([O:16][CH2:15][CH2:14][CH2:13][O:12][C:11]3[CH:27]=[CH:28][C:8]([O:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[CH:9][C:10]=3[CH2:29][CH2:30][CH3:31])=[CH:18][CH:19]=2)(=[O:24])=[O:25])=[O:46])[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 18502Cyclohexyl isocyanateHCID 586471284-[3-(4-Phenoxy-2-propylphenoxy)propoxy]benzenesulfonamide

生成物 1

HCID 9850927N-[(cyclohexylamino)carbonyl]-4-[3-(4-phenoxy-2-propylphenoxy)propoxy]benzenesulfonamide

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
65 °C

実験手順

To a solution of 4-[3-(4-phenoxy-2-propyl phenoxy)propoxy]benzenesulfonamide (0.045 g, 0.102 mmol) and acetone (3 mL) was added potassium carbonate (0.028 g, 0.204 mmol). To the resulting suspension was added cyclohexyl isocyanate (0.026 mL, 0.204 mmol) dropwise. The reaction suspension was then stirred in a 65° C. oil bath for 6 h. After cooling to room temperature, the reaction was concentrated to a residue. The residue was partitioned between ethyl acetate and water. The ethyl acetate phase was dried over sodium sulfate, filtered, and concentrated to an oil. The oil was chromatographed over silica gel with hexanes/ethyl acetate (4:1) and hexanes/ethyl acetate (3:1) to obtain the title compound.

後処理

  1. temperatureAfter cooling to room temperature
  2. concentrationthe reaction was concentrated to a residue
  3. customThe residue was partitioned between ethyl acetate and water
  4. dry with materialThe ethyl acetate phase was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated to an oil
  7. customThe oil was chromatographed over silica gel with hexanes/ethyl acetate (4:1) and hexanes/ethyl acetate (3:1)

出典と根拠

ORDレコード
ord-8cadbd035cb24d7dbb22b5b977f2f8b2
出典データセット
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07319170B2

反応ノート

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