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

HRID 1701304
ノート
印刷プレビュー

反応式

HRID 1701304 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 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)
  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-522ab668fd9c4ca3bb1cf8c7c3fd37b1
出典データセット
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04192880

反応ノート

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