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

HRID 1883214ノート

反応式

HRID 1883214 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-635b42d9d86b488aab60b8059539fd1b
出典データセット
uspto-grants-2004_07
特許番号
US06759534B2

反応ノート

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