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Acetic Anhydride → N-[[4-[2-(3-pyridinyl)-4-(trifluoromethyl)-1H-imidazol-1-yl]phenyl]sulfonyl]acetamide

HRID 1584226
ノート
印刷プレビュー

反応式

HRID 1584226 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:8]([C:16]3[CH:21]=[CH:20][C:19]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:17]=3)[CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[N:11]=2)[CH:2]=1.[C:26](OC(=O)C)(=[O:28])[CH3:27].C(N(CC)CC)C>CN(C)C1C=CN=CC=1.O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:8]([C:16]3[CH:21]=[CH:20][C:19]([S:22]([NH:25][C:26](=[O:28])[CH3:27])(=[O:23])=[O:24])=[CH:18][CH:17]=3)[CH:9]=[C:10]([C:12]([F:13])([F:14])[F:15])[N:11]=2)[CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 97993874-(2-Pyridin-3-yl-4-trifluoromethyl-imidazol-1-yl)-benzenesulfonamide

生成物 1

HCID 12016145N-[[4-[2-(3-pyridinyl)-4-(trifluoromethyl)-1H-imidazol-1-yl]phenyl]sulfonyl]acetamide収率 90%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒
HCID 962
Water
溶媒

実験手順

A mixture of 4-[2-(pyridin-3-yl)-4-(trifluoromethyl)-1H-imidazol-1-yl]benzenesulfonamide (0.5 g, 1.36 mmol), acetic anhydride (0.42 g, 4.1 mmol), 4-dimethylaminopyridine (DMAP) (0.083 g, 0.68 mmol) and triethylamine (0.17 g, 1.6 mmol) was stirred at room temperature for 16 hours. The reaction mixture was diluted with 50 mL of water and extracted with ethyl acetate. The organic layer was washed with water, brine, dried over magnesium sulfate and filtered. The filtrate was concentrated under vacuum and the residue was recrystallized from ethyl acetate and hexane to afford 0.5 g (90%) of N-[[4-[2-(3-pyridinyl)-4-(trifluoromethyl)-1H-imidazol-1-yl]phenyl]sulfonyl]acetamide as a colorless solid: mp (DSC): 244-246° C. Anal. Calc'd. for C17H13F3N4O3S: C, 49.76; H, 3.19; N, 13.65; S, 7.81. Found: C, 49.66; H, 3.06; N, 13.53; S, 8.11.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water, brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under vacuum
  6. customthe residue was recrystallized from ethyl acetate and hexane

出典と根拠

ORDレコード
ord-4d7535788ccc41108e9ef3bd3fde79ff
出典データセット
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05932598

反応ノート

読み込み中…

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