Thiazolidinedione → 5-(4-[2-(4-Cyanophenyl)ethoxy]benzylidene)thiazolidine-2,4-dione

HRID 1595477노트

반응식

HRID 1595477 반응식
[CH:1]([C:3]1[CH:19]=[CH:18][C:6]([O:7][CH2:8][CH2:9][C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1)=O.[S:20]1[CH2:24][C:23](=[O:25])[NH:22][C:21]1=[O:26].C([O-])(=O)C.[Na+]>>[C:14]([C:13]1[CH:16]=[CH:17][C:10]([CH2:9][CH2:8][O:7][C:6]2[CH:18]=[CH:19][C:3]([CH:1]=[C:24]3[S:20][C:21](=[O:26])[NH:22][C:23]3=[O:25])=[CH:4][CH:5]=2)=[CH:11][CH:12]=1)#[N:15]

참가 물질

4

반응물 3

HCID 5437ThiazolidinedioneHCID 517045Sodium AcetateHCID 229887784-[2-(4-Formylphenoxy)ethyl]benzonitrile

생성물 1

HCID 538473035-(4-[2-(4-Cyanophenyl)ethoxy]benzylidene)thiazolidine-2,4-dione수율 53.2%

반응 조건

온도
140 °C

실험 절차

2.4 g (9.6 mmole) 4-[2-(4-formylphenoxy)ethyl]benzonitrile, 1.4 g (12 mmole) 2,4-thiazolidinedione and 1.96 g (24 mmole) sodium acetate was mixed and heated under vacuum to 140° C. The reaction mixture melted and was after 30 minutes removed from the heat. Water:acetone (2:1) was added and filtration followed by recrystallization in trifluoroacetic acid/acetic acid gave 1.79 g (yield 52%) of 5-(4-[2-(4-cyanophenyl)ethoxy]benzylidene)thiazolidine-2,4-dione.

후처리

  1. customremoved from the heat
  2. additionWater:acetone (2:1) was added
  3. filtrationfiltration
  4. customfollowed by recrystallization in trifluoroacetic acid/acetic acid

출처 및 근거

ORD 기록
ord-70437b1e1a1e4a7ab8e66660c5e8e332
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06288096B1

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