1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → 6-((4-Chlorophenyl)(thiazol-2-yl)methyl)quinolin-4-ol

HRID 1778283ノート

反応式

HRID 1778283 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[S:28][CH:29]=[CH:30][N:31]=2)[C:9]2[CH:14]=[CH:13][C:12]([NH:15][CH:16]=[C:17]3C(=O)OC(C)(C)[O:19][C:18]3=O)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>CCCCCCC>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:27]2[S:28][CH:29]=[CH:30][N:31]=2)[C:9]2[CH:14]=[C:13]3[C:12](=[CH:11][CH:10]=2)[N:15]=[CH:16][CH:17]=[C:18]3[OH:19])=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 1183240095-(((4-((4-Chlorophenyl)(thiazol-2-yl)methyl)phenyl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

生成物 1

HCID 1785163976-((4-Chlorophenyl)(thiazol-2-yl)methyl)quinolin-4-ol

試薬・触媒・溶媒 1

HCID 8900Heptane溶媒

実験手順

5-(((4-((4-Chlorophenyl)(thiazol-2-yl)methyl)phenyl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (1.8 g, 3.957 mmol) was added as a solid portionwise over 3-4 minutes to DOWTHERM (75 mL) at 220° C. The resulting mixture was heated for 20 minutes, cooled to room temperature, and treated with excess heptane (30 mL) with stirring. After allowing the solid to settle, the supernatant was decanted and the process repeated 3 times. After concentrating to remove heptane, the residue was purified by MPLC using a dichloromethane-methanol gradient to yield 6-((4-chlorophenyl)(thiazol-2-yl)methyl)quinolin-4-ol. (ES, m/z) 352, 354 [M+H]+

後処理

  1. temperatureThe resulting mixture was heated for 20 minutes
  2. customthe supernatant was decanted
  3. concentrationAfter concentrating
  4. customto remove heptane
  5. customthe residue was purified by MPLC

出典と根拠

ORDレコード
ord-41f68094ef9241fa823240a0e6c99e99
出典データセット
uspto-grants-2016_02
特許番号
US09266835B2

反応ノート

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