Acetic Acid → 2-[(4-Oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]benzoic acid

HRID 1657470노트

반응식

HRID 1657470 반응식
[C:1]([OH:11])(=[O:10])[C:2]1[C:3](=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:4]=O.[S:12]1[CH2:18][C:16](=[O:17])[NH:15][C:13]1=[S:14].C(O)(=O)C.C([O-])(=O)C.[Na+]>O>[C:1]([C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[C:18]1[S:12][C:13](=[S:14])[NH:15][C:16]1=[O:17])([OH:11])=[O:10]

참가 물질

6

반응물 4

HCID 176Acetic Acid2회HCID 8406Phthalaldehydic acidHCID 517045Sodium AcetateHCID 1201546Rhodanine

생성물 1

HCID 28263832-[(4-Oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]benzoic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a hot stirred solution of 20.5 g. (134 mM) of phthalaldehydic acid and 17.95 g. (135 mM) of rhodanine in 90 ml. of glacial acetic acid is added 36.0 g. (438 mM) of sodium acetate. While heating the resulting solution to reflux, a precipitate forms and an additional 30 ml. of acetic acid is added. After refluxing the mixture for 0.5 hour, it is cooled, poured into water, and filtered to separate a yellow solid. The solid is washed with water and boiled with 500 ml. of isopropanol. The resulting mixture is cooled and filtered to separate 31.14 g. (87.5%) of the 5-o-carboxybenzylidenerhodanine as yellow needles, m.p. 276°-278°.

후처리

  1. temperatureWhile heating the resulting solution
  2. temperatureto reflux
  3. temperatureAfter refluxing the mixture for 0.5 hour
  4. temperatureit is cooled
  5. filtrationfiltered
  6. customto separate a yellow solid
  7. washThe solid is washed with water
  8. temperatureThe resulting mixture is cooled
  9. filtrationfiltered
  10. customto separate 31.14 g

출처 및 근거

ORD 기록
ord-b3ceb61315854b06bea408ebe5657a81
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03960892

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