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

HRID 1296197노트

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HRID 1296197 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 2631-Butanol용매

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온도
70 °C

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-7d39dde8de56484da300757d486ea6ff
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244864B2

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