Beta-Alanine → HCID 53632063、化合物

HRID 486106ノート

反応式

HRID 486106 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH:8]=O)([CH3:4])([CH3:3])[CH3:2].[CH3:18][N:19]1[CH2:23][C:22](=[O:24])[NH:21][C:20]1=[S:25].NCCC(O)=O.O>C(O)(=O)C>[CH3:4][C:1]([C:5]1[CH:6]=[C:7]([CH:8]=[C:23]2[N:19]([CH3:18])[C:20](=[S:25])[NH:21][C:22]2=[O:24])[CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])([CH3:2])[CH3:3]

参加物

6

反応物 4

HCID 239Beta-AlanineHCID 962WaterHCID 732193,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 33414471-Methyl-2-sulfanylideneimidazolidin-4-one

生成物 1

HCID 53632063HCID 53632063、化合物収率 62.4%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 3,5-di-tert-butyl-4-hydroxybenzaldehyde (19.0 g, 81 mmols), 1-methyl-2-thioxo-4-imidazolidinone (10.6 g, 81 mmols) and beta-alanine (4.7 g, 53 mmols) in acetic acid (150 ml) is stirred under an inert atmosphere and heated to reflux. After 5 hours the mixture is allowed to cool, and is stirred into water (1.5 L). After an hour the product is filtered off, washed three times with water, and dried. Recrystallization from acetonitrile gave the 5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-1-methyl-2-thioxo-4-imidazolidinone (17.5 g), mp 242°-244° C.

後処理

  1. temperatureheated to reflux
  2. temperatureto cool
  3. filtrationAfter an hour the product is filtered off
  4. washwashed three times with water
  5. customdried
  6. customRecrystallization from acetonitrile

出典と根拠

ORDレコード
ord-191c25c1d40e4e11b623922bb98b20d3
出典データセット
uspto-grants-1994_03
特許番号
US05290800

反応ノート

読み込み中…