Methanol → 1-(Ethoxycarbonylaminocarbonyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazole

HRID 373731

反応式

HRID 373731 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:12]2[NH:13][C:14]([C:28]3[CH:33]=[CH:32][C:31]([N:34]([CH2:37][CH3:38])[CH2:35][CH3:36])=[CH:30][CH:29]=3)=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])=[CH:19][CH:18]=3)[N:16]=2)[CH:6]=[C:7]([O:10][CH3:11])[C:8]=1[OH:9].[CH2:39]([O:41][C:42]([N:44]=[C:45]=[O:46])=[O:43])[CH3:40].CO>C(Cl)(Cl)Cl>[CH2:39]([O:41][C:42]([NH:44][C:45]([N:13]1[C:14]([C:28]2[CH:33]=[CH:32][C:31]([N:34]([CH2:37][CH3:38])[CH2:35][CH3:36])=[CH:30][CH:29]=2)=[C:15]([C:17]2[CH:18]=[CH:19][C:20]([N:23]([CH2:24][CH3:25])[CH2:26][CH3:27])=[CH:21][CH:22]=2)[N:16]=[C:12]1[C:5]1[CH:6]=[C:7]([O:10][CH3:11])[C:8]([OH:9])=[C:3]([O:2][CH3:1])[CH:4]=1)=[O:46])=[O:43])[CH3:40]

参加物

5

反応物 3

HCID 887MethanolHCID 300166ethyl N-carbonylcarbamate2 回HCID 1360065552-(3,5-Dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazole

生成物 1

HCID 1360327571-(Ethoxycarbonylaminocarbonyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazole収率 61.3%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

In 20 ml of chloroform, 0.8 g of 2-(3,5-dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazole obtained in Example 1 (2) was dissolved. Then, 0.7 g of ethoxycarbonyl isocyanate (mfd. by Aldrich Chemical Co. Inc.) was added to the resulting solution and the reaction was carried out at room temperature for 5 hours with stirring. After the reaction, 5 ml of methanol was added to the reaction solution to decompose excess ethoxycarbonyl isocyanate, followed by removal of the solvent by distillation under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: a mixed solvent of ethyl acetate and n-hexane) to give 0.6 g of green crystals of 1-(ethoxycarbonylaminocarbonyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazol having a m.p. of 60° C.

後処理

  1. additionwas added to the reaction solution
  2. customfollowed by removal of the solvent by distillation under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (eluent

出典と根拠

ORDレコード
ord-64a58222fb414e52912b0cce693b31ca
出典データセット
uspto-grants-1992_11
特許番号
US05164512

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