Triphosgene → 8-chloro-7-(4-chlorophenyl)-2H-[1,2,4]triazolo[4,3-b]pyridazin-3-one

HRID 2224270노트

반응식

HRID 2224270 반응식
Cl[C:2](Cl)([O:4]C(=O)OC(Cl)(Cl)Cl)Cl.[Cl:13][C:14]1[C:19]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[CH:18][N:17]=[N:16][C:15]=1[NH:27][NH2:28]>C1COCC1>[Cl:13][C:14]1[C:15]2[N:16]([C:2](=[O:4])[NH:28][N:27]=2)[N:17]=[CH:18][C:19]=1[C:20]1[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=1

참가 물질

4

반응물 2

HCID 94429TriphosgeneHCID 597166211-(4-Chloro-5-(4-chlorophenyl)pyridazin-3-yl)hydrazine

생성물 1

HCID 597166868-chloro-7-(4-chlorophenyl)-2H-[1,2,4]triazolo[4,3-b]pyridazin-3-one수율 39%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of triphosgene (30.4 g, 102.4 mmol) in THF (300 mL), 1-[4-chloro-5-(4-chloro-phenyl)-pyridazin-3-yl]-hydrazine (6.52 g, 25.61 mmol) was added in portions over 15 min at room temperature. The mixture was stirred at room temperature for 4 h. After this time, the solution was poured into ice/water (500 mL), and the resulting light yellow solid was collected by filtration. The solid was rinsed with aqueous 0.5N HCl and water. It was then dried under vacuum to give the title compound, 2.81 g of 8-chloro-7-(4-chlorophenyl)-2H-[1,2,4]triazolo[4,3-b]pyridazin-3-one as a light yellow solid. HPLC: 2.78 min; MS, M+H=281.

후처리

  1. filtrationthe resulting light yellow solid was collected by filtration
  2. washThe solid was rinsed with aqueous 0.5N HCl and water
  3. customIt was then dried under vacuum

출처 및 근거

ORD 기록
ord-1a4883d1164347f68bfd9f1c54da0e9a
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07378418B2

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