Hydrazine hydrate (1:1) → 4-(2,6-difluorophenyl)-6-methyl-5-phenyl-2H-pyridazin-3-one

HRID 2170404노트

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HRID 2170404 반응식
O.[NH2:2][NH2:3].[F:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:6]=1[C:12]1[C:13](=O)[O:14][C:15](O)([CH3:23])[C:16]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)CCC>[F:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:6]=1[C:12]1[C:13](=[O:14])[NH:2][N:3]=[C:15]([CH3:23])[C:16]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 680100533-(2,6-difluorophenyl)-5-hydroxy-5-methyl-4-phenyl-2(5H)-furanone

생성물 1

HCID 680100284-(2,6-difluorophenyl)-6-methyl-5-phenyl-2H-pyridazin-3-one수율 60.9%

시약·촉매·용매 1

HCID 2631-Butanol용매

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온도
110 °C

실험 절차

0.60 g of hydrazine monohydrate was added dropwise to a mixture of 2.83 g of 3-(2,6-difluorophenyl)-5-hydroxy-5-methyl-4-phenyl-2(5H)-furanone and 15 ml of 1-butanol, followed by stirring at a bath temperature of 110° C. for 2.5 hours. Next, the reaction mixture was cooled to 0° C. The obtained solid was collected by filtration. The collected solid was washed with a mixed solvent (1:1) of hexane and t-butyl methyl ether, and dried under reduced pressure, thereby obtaining 1.70 g of 4-(2,6-difluorophenyl)-6-methyl-5-phenyl-2H-pyridazine-3-one. 1H-NMR (DMSO-d6, TMS) δ (ppm): 2.02 (3H, s), 6.92-6.98 (2H, m), 7.11-7.12 (2H, m), 7.27-7.36 (4H, m), 13.2 (1H, br s)

후처리

  1. temperatureNext, the reaction mixture was cooled to 0° C
  2. filtrationThe obtained solid was collected by filtration
  3. washThe collected solid was washed with a mixed solvent (1:1) of hexane and t-butyl methyl ether
  4. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-0a89abcce87a459895343787f8fc3e05
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051276B2

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