Hydrazine hydrate (1:1) → 4-Cyanobenzohydrazide

HRID 470769

反応式

HRID 470769 の反応式
[C:1]([C:3]1[CH:13]=[CH:12][C:6]([C:7](OCC)=[O:8])=[CH:5][CH:4]=1)#[N:2].O.[NH2:15][NH2:16]>C(O)C>[C:1]([C:3]1[CH:13]=[CH:12][C:6]([C:7]([NH:15][NH2:16])=[O:8])=[CH:5][CH:4]=1)#[N:2]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 81589Ethyl 4-cyanobenzoate

生成物 1

HCID 4567324-Cyanobenzohydrazide収率 90.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a 250 mL round bottom flask charged with ethyl 4-cyanobenzoate (16.85 g, 96.2 mmol) in 95% ethanol (75 mL) was added hydrazine mono-hydrate (18.2 mL, 64% solution, 240 mmol). This mixture was heated to reflux for a period of 4.5 h, then allowed to cool to room temperature over a 16 h period. The solvent was removed under reduced pressure and the yellow residue was taken up in ice-cold water (150 mL). The light yellow solid was filtered off and washed with additional cold water (50 mL). The solid was then dried under high vacuum to yield the title compound as a light yellow solid (13.98 g, 90%). 1H NMR (400 MHz, DMSO-d6, δ in ppm) 10.05 (br s, 1H) 7.95 (AA′XX′, J=8.5 Hz, 4H), 4.61 (br s, 2H).

後処理

  1. temperatureThis mixture was heated
  2. temperatureto reflux for a period of 4.5 h
  3. customThe solvent was removed under reduced pressure
  4. filtrationThe light yellow solid was filtered off
  5. washwashed with additional cold water (50 mL)
  6. customThe solid was then dried under high vacuum

出典と根拠

ORDレコード
ord-c33ed2630b134739b0597c89be6a8d38
出典データセット
uspto-grants-2014_01
特許番号
US08629167B2

関連ノート

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