Water → 4'-(4-Chloro-5-formyl-2-phenylimidazol-1-ylmethyl)biphenyl-2-sulfonic acid dimethylaminomethylenamide

HRID 1019246ノート

反応式

HRID 1019246 の反応式
[Cl:1][C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:5][C:6]=1[CH:7]=[O:8].[CH3:15][N:16]([CH:18]=[N:19][S:20]([C:23]1[C:24]([C:29]2[CH:34]=[CH:33][C:32]([CH2:35]Br)=[CH:31][CH:30]=2)=[CH:25][CH:26]=[CH:27][CH:28]=1)(=[O:22])=[O:21])[CH3:17].C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH3:17][N:16]([CH:18]=[N:19][S:20]([C:23]1[C:24]([C:29]2[CH:30]=[CH:31][C:32]([CH2:35][N:5]3[C:6]([CH:7]=[O:8])=[C:2]([Cl:1])[N:3]=[C:4]3[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)=[CH:33][CH:34]=2)=[CH:25][CH:26]=[CH:27][CH:28]=1)(=[O:22])=[O:21])[CH3:15]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 541617064'-Bromomethylbiphenyl-2-sulfonic acid dimethylaminomethylenamideHCID 178520008HCID 178520008、化合物

生成物 1

HCID 867577064'-(4-Chloro-5-formyl-2-phenylimidazol-1-ylmethyl)biphenyl-2-sulfonic acid dimethylaminomethylenamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2.1 g of 4-chloro-5-formyl-2-phenylimidazole (Chem. Pharm. Bull. 1976, 24(5), 960), 3.8 g of 4′-bromomethylbiphenyl-2-sulfonic acid dimethylaminomethylenamide (J. Med. Chem. 1995, 38, 2357) and 2.8 g of K2CO3 were stirred at RT for 30 h in 50 ml of DMF. The reaction mixture was poured onto 500 ml of water and extracted 2 times using 250 ml of EA each time. The organic phase was then washed with 100 ml of water and dried over MgSO4, and the solvent was removed in vacuo. Chromatography on silica gel using MTB yielded 1.9 g of a white, crystalline powder, mp 193° C.

後処理

  1. extractionextracted 2 times
  2. washThe organic phase was then washed with 100 ml of water
  3. dry with materialdried over MgSO4
  4. customthe solvent was removed in vacuo
  5. customChromatography on silica gel using MTB yielded 1.9 g of a white, crystalline powder, mp 193° C.

出典と根拠

ORDレコード
ord-d1e9163aae7a4bea856f3572f93277bf
出典データセット
uspto-grants-2002_11
特許番号
US06486189B2

反応ノート

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