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Acrylonitrile → 2-(2'-Cyanoethyl)-4-cyano-5,6-diphenyl-3-(2H)-pyridazinone

HRID 463969
ノート
印刷プレビュー

反応式

HRID 463969 の反応式
[C:1]([C:3]1[C:4](=[O:21])[NH:5][N:6]=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)#[N:2].[C:22](#[N:25])[CH:23]=[CH2:24]>N1C=CC=CC=1.O>[C:22]([CH2:23][CH2:24][N:5]1[C:4](=[O:21])[C:3]([C:1]#[N:2])=[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:6]1)#[N:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 7855AcrylonitrileHCID 957574-Pyridazinecarbonitrile, 2,3-dihydro-3-oxo-5,6-diphenyl-

生成物 1

HCID 135335002-(2'-Cyanoethyl)-4-cyano-5,6-diphenyl-3-(2H)-pyridazinone

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1049Pyridine溶媒

実験手順

4.0 grams (0.0146 mole) of 4-cyano-5,6-diphenyl-3-(2H)-pyridazinone was dissolved in 40 mls of pyridine along with 10 mls of distilled water. 2 mls of acrylonitrile was added into this solution and the mixture heated to reflux for 2 hours. The solution was cooled and the solvent distilled at reduced pressure. The residual solid was recrystallized from ethyl alcohol to give 2 grams (42%) yield of a white solid which melted at 160°-161° C. The infrared spectrum showed the C-C band at 3.3μ, the nitrile group at 4.5μ, and the carboxy groups for an amide at 6.0μ.

後処理

  1. temperaturethe mixture heated
  2. temperatureto reflux for 2 hours
  3. temperatureThe solution was cooled
  4. distillationthe solvent distilled at reduced pressure
  5. customThe residual solid was recrystallized from ethyl alcohol
  6. customto give 2 grams (42%) yield of a white solid which melted at 160°-161° C

出典と根拠

ORDレコード
ord-6c90b97b584245fdbb387c516144c828
出典データセット
uspto-grants-1985_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04545810

反応ノート

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