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

HRID 1701304
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반응식

HRID 1701304 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-522ab668fd9c4ca3bb1cf8c7c3fd37b1
출처 데이터셋
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04192880

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