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

HRID 2243307노트

반응식

HRID 2243307 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 6344Dichloromethane용매

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온도
52.5 °C

실험 절차

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:

후처리

  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

출처 및 근거

ORD 기록
ord-f17b357871e24bb095451ddc10ee880a
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07674795B2

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