Triethylamine → 4-(2-fluoropropan-2-yl)-N'-hydroxybenzenecarboximidamide

HRID 2400555ノート

反応式

HRID 2400555 の反応式
[F:1][C:2]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)([CH3:4])[CH3:3].Cl.[NH2:14][OH:15].C(N(CC)CC)C>C(O)C>[F:1][C:2]([C:5]1[CH:12]=[CH:11][C:8]([C:9](=[N:14][OH:15])[NH2:10])=[CH:7][CH:6]=1)([CH3:4])[CH3:3]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 595046394-(2-Fluoropropan-2-yl)benzenecarbonitrile

生成物 1

HCID 723094744-(2-fluoropropan-2-yl)-N'-hydroxybenzenecarboximidamide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 4-(2-fluoropropan-2-yl)benzonitrile (Step 1, 675 mg, 4.14 mmol), hydroxylamine hydrochloride (632 mg, 9.10 mmol) and triethylamine (1.27 mL, 9.10 mmol) in ethanol (20 mL) was stirred and heated at reflux for 1 h. After being cooled to rt, the reaction mixture was evaporated to dryness. The resulting material was treated with ethyl acetate and the solid was filtered off. The ethyl acetate solution was washed with water and saturated sodium chloride solution, dried with anhydrous magnesium sulfate and filtered. After evaporation of the solvent, the title compound was obtained (756 mg, 93%): 1H NMR (400 MHz, CDCl3) δ 7.62 (d, 2H), 7.41 (d, 2H), 4.89 (broad s, 2H), 1.72 (s, 3H), 1.68 (s, 3H); ES-MS m/z 197, HPLC RT (Method F) 1.04 min.

後処理

  1. temperatureheated
  2. temperatureat reflux for 1 h
  3. customthe reaction mixture was evaporated to dryness
  4. additionThe resulting material was treated with ethyl acetate
  5. filtrationthe solid was filtered off
  6. washThe ethyl acetate solution was washed with water and saturated sodium chloride solution
  7. dry with materialdried with anhydrous magnesium sulfate
  8. filtrationfiltered
  9. customAfter evaporation of the solvent

出典と根拠

ORDレコード
ord-6b71c311e7e7467981c581c56450571b
出典データセット
uspto-grants-2014_08
特許番号
US08796253B2

反応ノート

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