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O-Phenylenediamine → Benzimidazole, 2-(6-ethyl-2-pyridyl)-

HRID 1449024
ノート
印刷プレビュー

反応式

HRID 1449024 の反応式
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[CH2:9]([C:11]1[N:16]=[C:15]([C:17](O)=O)[CH:14]=[CH:13][CH:12]=1)[CH3:10].C(=O)([O-])[O-].[Na+].[Na+]>O>[CH2:9]([C:11]1[N:16]=[C:15]([C:17]2[NH:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=3[N:8]=2)[CH:14]=[CH:13][CH:12]=1)[CH3:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7243O-PhenylenediamineHCID 10340Sodium CarbonateHCID 113605646-Ethylpicolinic acid

生成物 1

HCID 49747Benzimidazole, 2-(6-ethyl-2-pyridyl)-

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2.2 g. of o-phenylenediamine, 3 g. of 6-ethylpicolinic acid and 15 g. of polyphosphoric acid were heated at 160°-180° C. under a nitrogen gas current for 2 hours with stirring. The reaction mixture was diluted with 200 ml. of water and neutralized with sodium carbonate. The resulting precipitate was filtered off, dried, subjected to silica gel column chromatography(developed with 1:1 by volume mixture of benzene and ethyl acetate) and recrystallized from benzene. 3.3 g. of colorless needles of the product (74% of theory) was obtained. M.P. 161°-161.5° C.

後処理

  1. additionThe reaction mixture was diluted with 200 ml
  2. filtrationThe resulting precipitate was filtered off
  3. customdried
  4. additionsubjected to silica gel column chromatography(developed with 1:1 by volume mixture of benzene and ethyl acetate) and
  5. customrecrystallized from benzene
  6. customof colorless needles of the product (74% of theory) was obtained

出典と根拠

ORDレコード
ord-4a114d525e384d28a24546911a6396df
出典データセット
uspto-grants-1980_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04188486

反応ノート

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