4-Amino-2,6-dibromophenol → 4-(3,5-Dibromo-4-hydroxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile

HRID 612197

반응식

HRID 612197 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].Cl.N1C=CC=CC=1.[NH2:25][C:26]1[CH:31]=[C:30]([Br:32])[C:29]([OH:33])=[C:28]([Br:34])[CH:27]=1>C(OCCO)C>[Br:32][C:30]1[CH:31]=[C:26]([NH:25][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])[CH:27]=[C:28]([Br:34])[C:29]=1[OH:33]

참가 물질

5

반응물 3

HCID 691074-Amino-2,6-dibromophenolHCID 10176127Pyridinium chlorideHCID 105866764-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile

생성물 1

HCID 224666544-(3,5-Dibromo-4-hydroxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile수율 89.2%

시약·촉매·용매 1

HCID 8076Glycol monoethyl ether용매

실험 절차

Using an analogous procedure to that described in Example 286, 248.7 mg (1 mmol) of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile in 15 mL of 2-ethoxyethanol and in the presence of 115.6 mg (1 mmol) of pyridine hydrochloride was reacted with 320.3 mg (1.2 mmol) of 4-amino-2,6-dibromophenol to give 427.1 mg (89.2%) of the product as a gray solid, m.p.>250° C., mass (electrospray, m/e): M+H 479.7, 481.6.

출처 및 근거

ORD 기록
ord-4c41f9dafd46485aa8e604dcd8a81925
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06002008

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