Acetic Acid → N-[4-(1H-imidazo[4,5-c]pyridin-2-yl)-fluoren-9-ylidene]-hydrazine

HRID 2243307ノート

反応式

HRID 2243307 の反応式
O.[NH2:2][NH2:3].C(O)(=O)C.O.[N:9]1[C:17]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[NH:11][C:10]=1[C:18]1[C:30]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:23](=O)[C:22]=2[CH:21]=[CH:20][CH:19]=1>CO.ClCCl>[NH:9]1[C:17]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[N:11]=[C:10]1[C:18]1[C:30]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:23](=[N:2][NH2:3])[C:22]=2[CH:21]=[CH:20][CH:19]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 533938014-(1h-Imidazo[4,5-C]pyridin-2-Yl)fluoren-9-One

生成物 1

HCID 178514293N-[4-(1H-imidazo[4,5-c]pyridin-2-yl)-fluoren-9-ylidene]-hydrazine

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 6344Dichloromethane溶媒

反応条件

温度
52.5 °C

実験手順

In a 10-ml round-bottomed flask, dissolve 100 mg of 4-(3H-imidazo[4,5-c]pyridin-2-yl)-fluoren-9-one, obtained in Example 1, in 3 ml of methanol, then add successively 96 μL of hydrazine hydrate and 57.6 μL of acetic acid, then heat at 50-55° C. for 3 hours. Pour the cooled reaction mixture into 10 ml of water. Filter the precipitate that formed, and dissolve again in a mixture of methanol and dichloromethane. After drying over sodium sulphate then concentrating under reduced pressure, purify the residue by crystallization in a minimum of diethyl ether. In this way we obtain 70 mg of N-[4-(1H-imidazo[4,5-c]pyridin-2-yl)-fluoren-9-ylidene]-hydrazine, as a mixture of the Z and E isomers, in the form of a beige powder with the following characteristics:

後処理

  1. additionPour
  2. filtrationFilter the precipitate
  3. customthat formed
  4. dry with materialAfter drying over sodium sulphate
  5. concentrationthen concentrating under reduced pressure
  6. custompurify the residue
  7. customby crystallization in a minimum of diethyl ether

出典と根拠

ORDレコード
ord-f17b357871e24bb095451ddc10ee880a
出典データセット
uspto-grants-2010_03
特許番号
US07674795B2

反応ノート

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