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Dimethylsulphamoyl chloride → HCID 46181226、化合物

HRID 2380973
ノート
印刷プレビュー

反応式

HRID 2380973 の反応式
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([N:17]2[CH2:22][CH2:21][O:20][CH:19]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:18]2)=[O:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:29][N:30]([CH3:35])[S:31](Cl)(=[O:33])=[O:32]>N1C=CC=CC=1>[CH2:1]([N:8]([C:9]1[CH:10]=[CH:11][C:12]([C:15]([N:17]2[CH2:22][CH2:21][O:20][CH:19]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:18]2)=[O:16])=[CH:13][CH:14]=1)[S:31]([N:30]([CH3:35])[CH3:29])(=[O:33])=[O:32])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 83372Dimethylsulphamoyl chlorideHCID 67130440HCID 67130440、化合物

生成物 1

HCID 46181226HCID 46181226、化合物収率 35%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of (4-benzylamino-phenyl)-(2-phenyl-morpholin-4-yl)-methanone (80 mg, 0.21 mmol) and N,N-dimethylsulfamoyl chloride (0.3 ml, 2 mmol) in pyridine (5 ml) was heated to 70° C. for 16 hours. The reaction was cooled then filtered and the filtrate diluted with dichloromethane (20 ml). The resulting solution was washed with hydrochloric acid 2N (20 ml), the organics collected and dried over magnesium sulfate. The solvent was removed in vacuo and the residue purified by preparative thin layer chromatography eluting with 50% ethylacetate/hexanes to afford the title compound as a colourless oil (35 mg, 35% yield). HPLC retention time 6.1 min. Mass spectrum (ES+) m/z 480 (M+H).

後処理

  1. temperatureThe reaction was cooled
  2. filtrationthen filtered
  3. additionthe filtrate diluted with dichloromethane (20 ml)
  4. washThe resulting solution was washed with hydrochloric acid 2N (20 ml)
  5. customthe organics collected
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was removed in vacuo
  8. customthe residue purified by preparative thin layer chromatography
  9. washeluting with 50% ethylacetate/hexanes

出典と根拠

ORDレコード
ord-19ec916a5428487aae44985dc63cff11
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08258138B2

反応ノート

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