Serinol → 5-amino-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-1,3-benzenedicarboxamide

HRID 1296197ノート

反応式

HRID 1296197 の反応式
[NH2:1][CH:2]([CH2:5][OH:6])[CH2:3][OH:4].C(O[C:12]([C:14]1[CH:19]=[C:18]([NH2:20])[CH:17]=[C:16]([C:21]([O:23]CCCC)=O)[CH:15]=1)=[O:13])CCC>C(O)CCC>[NH2:20][C:18]1[CH:19]=[C:14]([C:12]([NH:1][CH:2]([CH2:5][OH:6])[CH2:3][OH:4])=[O:13])[CH:15]=[C:16]([C:21]([NH:1][CH:2]([CH2:5][OH:6])[CH2:3][OH:4])=[O:23])[CH:17]=1

参加物

4

反応物 2

HCID 68294SerinolHCID 117379291,3-Benzenedicarboxylic acid, 5-amino-, dibutyl ester

生成物 1

HCID 99452455-amino-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-1,3-benzenedicarboxamide収率 96%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
70 °C

実験手順

A mixture of 2-amino-1,3-dihydroxypropane (31 g, 340 mmol) and 5-amino-1,3-benzenedicarboxylic acid di-n-butyl ester (20.0 g, 68.2 mmol) is heated to 125° C. for 3 hours while the n-butyl alcohol which forms is distilled off. After cooling the reaction mixture to about 70° C. the solution is diluted with methanol (0.35 L) and a solid product crystallizes out. After 4 hours at room temperature the mixture is filtered and the solid on filter is washed with methanol (30 mL) and dried yielding the compound of the title (21.4 g, 65.5 mmol, yield: 96%).

後処理

  1. distillationforms is distilled off
  2. additionis diluted with methanol (0.35 L)
  3. customa solid product crystallizes out
  4. filtrationAfter 4 hours at room temperature the mixture is filtered
  5. filtrationthe solid on filter
  6. washis washed with methanol (30 mL)
  7. customdried
  8. customyielding the compound of the title (21.4 g, 65.5 mmol, yield: 96%)

出典と根拠

ORDレコード
ord-7d39dde8de56484da300757d486ea6ff
出典データセット
uspto-grants-2007_07
特許番号
US07244864B2

反応ノート

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