Benzoyl chloride → HCID 13091772、化合物

HRID 435175ノート

反応式

HRID 435175 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][NH:8][C:9]([NH2:11])=[O:10].C(N(CC)CC)C.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(#N)C>[C:19]([N:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[NH:8][C:9]([NH2:11])=[O:10])(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 13366065Hydrazinecarboxamide, 2-(2-pyridinyl)-

生成物 1

HCID 13091772HCID 13091772、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

A mixture was prepared by admixing 15.22 g (0.1 mole) of 2-(2-pyridinyl)hydrazinecarboxamide with a solution of 16.2 g (0.16 m) of triethylamine in 200 ml of acetonitrile. The mixture was stirred while a solution of 21.08 g (0.15 m) of benzoyl chloride in 50 ml of acetonitrile was added. After an induction period of ~5 minutes, the mixture exothermed reaching a peak temperature of 52° C. after 10 minutes. The reaction mixture was then stirred, without heating, for 51/2 hours and then heated under reflux for 2 hours. The mixture was cooled and the crude solid 2-benzoyl-2-(2-pyridinyl)hydrazinecarboxamide product was collected by filtration. The product was washed with water and air dried and recovered in a yield of 6.1 g (24 percent of theoretical). The product was recrystallized from methanol and melted at 206° C. and upon analysis, the product was found to have carbon, hydrogen and nitrogen contents of 60.53, 4.62 and 21.47 percent, respectively, as compared with the theoretical contents of 60.92, 4.72 and 21.87 percent, respectively, calculated for the above named compound.

後処理

  1. customA mixture was prepared
  2. additionwas added
  3. customAfter an induction period of ~5 minutes
  4. customa peak temperature of 52° C.
  5. customafter 10 minutes
  6. temperaturewithout heating, for 51/2 hours
  7. temperatureheated
  8. temperatureunder reflux for 2 hours
  9. temperatureThe mixture was cooled
  10. filtrationthe crude solid 2-benzoyl-2-(2-pyridinyl)hydrazinecarboxamide product was collected by filtration
  11. washThe product was washed with water and air
  12. customdried
  13. customrecovered in a yield of 6.1 g (24 percent of theoretical)
  14. customThe product was recrystallized from methanol and melted at 206° C. and upon analysis

出典と根拠

ORDレコード
ord-f8e1692785254213a32c3764deb43f0b
出典データセット
uspto-grants-1983_08
特許番号
US04400516

反応ノート

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