Piperidine → 5-[2-(3-Phenylureido)thiazol-4-ylmethylene]rhodanine-3-acetic acid

HRID 2107171Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2107171
[C:1]1([NH:7][C:8](=[O:17])[NH:9][C:10]2[S:11][CH:12]=[C:13]([CH:15]=O)[N:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:18]1[CH2:24][C:22](=[O:23])[N:21]([CH2:25][C:26]([OH:28])=[O:27])[C:19]1=[S:20].N1CCCCC1>C(O)C>[C:1]1([NH:7][C:8](=[O:17])[NH:9][C:10]2[S:11][CH:12]=[C:13]([CH:15]=[C:24]3[S:18][C:19](=[S:20])[N:21]([CH2:25][C:26]([OH:28])=[O:27])[C:22]3=[O:23])[N:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 797933-Thiazolidineacetic acid, 4-oxo-2-thioxo-HCID 150535142-(3-Phenylureido)thiazole-4-carbaldehyde

Produkt 1

HCID 544121855-[2-(3-Phenylureido)thiazol-4-ylmethylene]rhodanine-3-acetic acidAusbeute 45,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture comprising 1 g of 2-(3-phenylureido)thiazole-4-carbaldehyde, 0.85 g of rhodanine-3-acetic acid, 0.76 g of piperidine and 15 ml of ethanol was stirred at room temperature for 2 hours, and the resulting mixture was left to stand overnight. The crystals which precipitated out were collected by filtration dispersed in dilute aqueous hydrochloric acid, and washed with stirring for 30 minutes. The resulting crystalline product was recrystallized from a mixture of acetic acid and ethyl acetate, giving 0.78 g of the desired compound as an orange powder.

Aufarbeitung

  1. waitthe resulting mixture was left
  2. waitto stand overnight
  3. customThe crystals which precipitated out
  4. filtrationwere collected by filtration
  5. additiondispersed in dilute aqueous hydrochloric acid
  6. washwashed
  7. stirringwith stirring for 30 minutes
  8. customThe resulting crystalline product was recrystallized from a mixture of acetic acid and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-7b4ddc6af69b4c5999e9c08d89975569
Quelldatensatz
uspto-grants-1990_06
Patentnummer
US04933355

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