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Bicarbonate Ion → 6-(1H-benzimidazol-2-yl)-4-(4-pyridinyl)quinoline

HRID 472079
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인쇄 미리보기

반응식

HRID 472079 반응식
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]#[N:18])[CH:15]=3)[N:10]=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1N.C(=O)(O)[O-]>>[NH:18]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[N:19]=[C:17]1[C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][CH:8]=[C:7]2[C:4]1[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 769Bicarbonate IonHCID 7243O-PhenylenediamineHCID 667820474-(4-Pyridinyl)-6-quinolinecarbonitrile

생성물 1

HCID 598602356-(1H-benzimidazol-2-yl)-4-(4-pyridinyl)quinoline

반응 조건

온도
250 °C

실험 절차

A mixture of 4-(4-pyridinyl)-6-quinolinecarbonitrile, (231 mg, 1 mmol) 1,2-diaminobenzene (108 mg, 1 mmol) and polyphosphoric acid (1.4 g) was heated in the microwave at 250° C. for 1.5 hours. The reaction was poured onto water which was neutralized with bicarbonate. The product was filtered, washed with water, and dried. The product was further purified by dissolving in hot methanol, filtering and cooling to obtain crystals. The yield was 47.7 mg, 30%. MS (ES)+ m/e 323 [M+H]+.

후처리

  1. additionThe reaction was poured onto water which
  2. filtrationThe product was filtered
  3. washwashed with water
  4. customdried
  5. customThe product was further purified
  6. dissolutionby dissolving in hot methanol
  7. filtrationfiltering
  8. temperaturecooling
  9. customto obtain crystals

출처 및 근거

ORD 기록
ord-806d02af944f4c1fb353cc90b6c6cd1e
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633187B2

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