Triethylamine → N,3-dihydroxybenzenecarboximidamide

HRID 1045370ノート

反応式

HRID 1045370 の反応式
Cl.[NH2:2][OH:3].C(N(CC)CC)C.[OH:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[C:15]#[N:16]>CS(C)=O.C1COCC1.O>[OH:3][N:2]=[C:15]([C:14]1[CH:17]=[CH:18][CH:19]=[C:12]([OH:11])[CH:13]=1)[NH2:16]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 133943-CyanophenolHCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 54381771N,3-dihydroxybenzenecarboximidamide

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of 15.84 g (0.228 mol) of hydroxylamine hydrochloride in 75 ml of DMSO there are added 32 ml (0.228 mol) of triethylamine. The solution is stirred vigorously for 30 minutes and is then diluted with a small amount of THF. After stirring for 10 minutes, the triethylamine hydrochloride is filtered off and the residue is rinsed with THF. After the filtrate has been concentrated (evaporating off the THF), 10 g (83.9 mmol) of 3-hydroxybenzonitrile are added to the solution obtained. The solution is stirred at ambient temperature for 16 hours. After diluting with cold water, the mixture is extracted 3 times with ethyl acetate and the organic phase is washed with brine. The expected product is obtained after drying over MgSO4 and evaporation.

後処理

  1. stirringAfter stirring for 10 minutes
  2. filtrationthe triethylamine hydrochloride is filtered off
  3. washthe residue is rinsed with THF
  4. concentrationAfter the filtrate has been concentrated (
  5. additionare added to the solution
  6. customobtained
  7. stirringThe solution is stirred at ambient temperature for 16 hours
  8. extractionthe mixture is extracted 3 times with ethyl acetate
  9. washthe organic phase is washed with brine

出典と根拠

ORDレコード
ord-22ab0de0231f4c0ba0aa78f1f56de925
出典データセット
uspto-grants-2013_10
特許番号
US08569285B2

反応ノート

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