3-Chloro-6-(5-chloro-3-methyl-benzofuran-2-ylsulfanyl)-pyridazine → 6-(5-chloro-3-methyl-benzofuran-2-sulfenyl)-2H-pyridazin-3-one

HRID 1883214노트

반응식

HRID 1883214 반응식
C[O-:2].[Na+].Cl[C:5]1[N:6]=[N:7][C:8]([S:11][C:12]2[O:13][C:14]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:15]=3[C:16]=2[CH3:17])=[CH:9][CH:10]=1>CO>[Cl:22][C:19]1[CH:20]=[CH:21][C:14]2[O:13][C:12]([S:11][C:8]3[CH:9]=[CH:10][C:5](=[O:2])[NH:6][N:7]=3)=[C:16]([CH3:17])[C:15]=2[CH:18]=1

참가 물질

4

반응물 2

HCID 102365983-Chloro-6-(5-chloro-3-methyl-benzofuran-2-ylsulfanyl)-pyridazineHCID 10942334Sodium Methoxide

생성물 1

HCID 98572586-(5-chloro-3-methyl-benzofuran-2-sulfenyl)-2H-pyridazin-3-one

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium methoxide (299 mL, 1.31 mol, 5 equiv) was added to a slurry of 3-chloro-6-(5-chloro-3-methyl-benzofuran-2-ylsulfanyl)-pyridazine (the title compound of Example One) in methanol (500 mL, 6.1 vol). The resultant mixture was heated at 50° C. for five hours to provide, 3-(5-chloro-3-methyl-benzofuran-2-ylsulfanyl)-6-methoxy-pyridazine, which was not isolated. The reaction mixture was cooled to room temperature and concentrated hydrochloric acid (12N, 329 mL, 3.95 mol, 15 equiv) was added. The reaction mixture was heated at reflux for 15 hours and then cooled to room temperature. Water (400 mL) was added to the slurry and the mixture was cooled to 0° C. for 30 minutes. The solids were collected by filtration, dried under vacuum, and repulped in dichloromethane (600 mL, 8 vol) and isopropyl ether (150 mL, 2 vol) to afford the title compound of Example Two (71 g, 92%) as an off-white solid.

출처 및 근거

ORD 기록
ord-635b42d9d86b488aab60b8059539fd1b
출처 데이터셋
uspto-grants-2004_07
특허 번호
US06759534B2

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