Hydrochloric Acid → 2-Amino-5-(4-methoxypyridin-2-yl)benzimidazole dihydrochloride

HRID 1060026ノート

反応式

HRID 1060026 の反応式
[C:1]([NH:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][N:11]=2)=[CH:6][C:5]=1[N+:18]([O-])=O)#[N:2].[ClH:21]>C(O)C.C(OCC)(=O)C.O1CCOCC1.[Ni]>[ClH:21].[ClH:21].[NH2:2][C:1]1[NH:18][C:5]2[CH:6]=[C:7]([C:10]3[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][N:11]=3)[CH:8]=[CH:9][C:4]=2[N:3]=1

参加物

7

反応物 2

HCID 313Hydrochloric AcidHCID 18667498N-cyano-4-(4-methoxypyridin-2-yl)-2-nitroaniline

生成物 1

HCID 186676092-Amino-5-(4-methoxypyridin-2-yl)benzimidazole dihydrochloride

試薬・触媒・溶媒 4

HCID 935Nickel触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

A suspension of N-cyano-4-(4-methoxypyridin-2-yl)-2-nitroaniline (200 mg) in ethanol (10 ml) was hydrogenated over Raney-nickel (500 mg) under a hydrogen atmosphere for 12 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 20 g, dichloromethane:methanol:aqueous ammonia=100:10:1). The compound obtained was dissolved in ethyl acetate, and a solution of hydrogen chloride in 1,4-dioxane (4N, 1 ml) was added. The precipitate was collected by filtration and dried to give 2-amino-5-(4-methoxypyridin-2-yl)benzimidazole dihydrochloride (142 mg).

後処理

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue was purified by column chromatography (silica gel 20 g, dichloromethane:methanol:aqueous ammonia=100:10:1)
  4. customThe compound obtained
  5. filtrationThe precipitate was collected by filtration
  6. customdried

出典と根拠

ORDレコード
ord-c6ed7ea49928435a8d53e9e4aa360a52
出典データセット
uspto-grants-2003_02
特許番号
US06521643B1

反応ノート

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