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Hydrochloric Acid → 4-(8-Hydroxy-quinolin-5-ylamino)-6,7-dimethoxy-quinoline-3-carbonitrile

HRID 1595785
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HRID 1595785 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]#[N:17].[NH2:18][C:19]1[CH:28]=[CH:27][C:26]([OH:29])=[C:25]2[C:20]=1[CH:21]=[CH:22][CH:23]=[N:24]2.C(OC(O)C)C.C(=O)([O-])[O-].[Na+].[Na+].Cl>O.N1C=CC=CC=1>[OH:29][C:26]1[CH:27]=[CH:28][C:19]([NH:18][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:16]#[N:17])=[C:20]2[C:25]=1[N:24]=[CH:23][CH:22]=[CH:21]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 4160025-Amino-8-hydroxyquinolineHCID 101298981-EthoxyethanolHCID 105866764-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile

생성물 1

HCID 99476494-(8-Hydroxy-quinolin-5-ylamino)-6,7-dimethoxy-quinoline-3-carbonitrile수율 56.3%

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

A mixture of 0.249 g of 4-chloro-6,7-dimethoxy-quinolin-3-carbonitrile, 0.233 g of 5-amino-8-hydroxyquinoline dihydrocholride, 0.158 g of pyridine, and 10 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 2 hours. The mixture was cooled and added to 40 ml of water. To this mixture was added sodium carbonate and concentrated hydrochloric acid to adjust pH to 7. The product was collected, washed with water, and dried to give 0.210 g of 4-(8-hydroxy-quinolin-5-ylamino)-6,7-dimethoxy-quinoline-3-carbonitrile as a solid, mp 150° C. (decomposed); mass spectrum (EI, m/e): M 372.1228.

후처리

  1. temperatureat reflux temperature for 2 hours
  2. temperatureThe mixture was cooled
  3. customThe product was collected
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-34f0879a7bfd432492419cad14816d57
출처 데이터셋
uspto-grants-2001_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06288082B1

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