Cesium carbonate → HCID 69252089、化合物

HRID 902721ノート

反応式

HRID 902721 の反応式
[CH3:1][NH:2][S:3]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([OH:12])[CH:7]=1)(=[O:5])=[O:4].C([O-])([O-])=O.[Cs+].[Cs+].S(O[CH2:30][CH2:31][CH2:32][Cl:33])(C1C=CC(C)=CC=1)(=O)=O>CN(C=O)C.O>[CH3:1][NH:2][S:3]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH2:30][CH2:31][CH2:32][Cl:33])[CH:7]=1)(=[O:4])=[O:5]

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 694343-Chloropropyl p-toluenesulfonateHCID 206215543-Hydroxy-N-methylbenzenesulfonamide

生成物 1

HCID 69252089HCID 69252089、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

N-Methyl-3-hydroxybenzene sulfonamide (175 mg, 0.94 mmole) in 15 mL of DMF was treated with Cs2CO3 (305 mg, 0.94 mmole), and stirred for 45 minutes. A solution of 3-Chloro-1-propanol tosylate (223 mg, 0.90 mmole) in 3 mL of DMF was added. The reaction was heated at 55° for 3 hours, and stirred at 23° for 16 hours. The reaction was diluted with H2O and extracted with Et2O. The extracts were washed with H2O, dried and the solvent removed. The residue was chromatographed on a silica gel column, and elution with 30% EtOAc in hexane gave the titled product, 75 mg (30%). MS (ESI) 264 (MH+).

後処理

  1. temperatureThe reaction was heated at 55° for 3 hours
  2. stirringstirred at 23° for 16 hours
  3. extractionextracted with Et2O
  4. washThe extracts were washed with H2O
  5. customdried
  6. customthe solvent removed
  7. customThe residue was chromatographed on a silica gel column, and elution with 30% EtOAc in hexane

出典と根拠

ORDレコード
ord-378f8a02d68248ec90db99238c81243b
出典データセット
uspto-grants-2008_04
特許番号
US07365085B2

反応ノート

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