Potassium Carbonate → N-Hydroxy-4-nitrobenzimidamide

HRID 75812

反応式

HRID 75812 の反応式
C(=O)([O-])[O-].[K+].[K+].Cl.[NH2:8][OH:9].[N+:10]([C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=1)([O-:12])=[O:11]>CCOC(C)=O>[OH:9][N:8]=[C:17]([NH2:18])[C:16]1[CH:15]=[CH:14][C:13]([N+:10]([O-:12])=[O:11])=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 120904-NitrobenzonitrileHCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 3825473N-Hydroxy-4-nitrobenzimidamide収率 86.88%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

Potassium carbonate and hydroxylamine hydrochloride were added to an ethanolic solution of 4-nitrobenzonitrile. The solution was refluxed at 80° C. for 5 hours. After completion of the reaction the solvent was evaporated and the crude so obtained was dissolved in EtOAc and washed with water, brine, then dried by sodium sulfate and concentrated to give a solid. It was the purified by column chromatography and further recrystallized from EtOAc: petroleum ether to obtain the title product in 86.88% yield. 1H NMR (DMSO-d6) δ: 6.071 (s, 2H, NH2) 8.24 (d, 2H, CH), 8.317 (d, 2H, CH), 10.138 (S, 1H, OH), ms (m/z) 180 (M−−H).

後処理

  1. customAfter completion of the reaction the solvent
  2. customwas evaporated
  3. customthe crude so obtained
  4. washwashed with water, brine
  5. dry with materialdried by sodium sulfate
  6. concentrationconcentrated
  7. customto give a solid
  8. custompurified by column chromatography
  9. customfurther recrystallized from EtOAc

出典と根拠

ORDレコード
ord-7fd2556d99c845808d545772b2cd8c05
出典データセット
uspto-grants-2014_09
特許番号
US08835428B2

関連ノート

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