Sodium Hydroxide → (2Z)-2-(1-methyl-2-oxopyrrolidin-3-yl)oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid

HRID 745444Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 745444
[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24](/[C:26](=[N:32]/[O:33][CH:34]2[CH2:38][CH2:37][N:36]([CH3:39])[C:35]2=[O:40])/[C:27]([O:29]CC)=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24](/[C:26](=[N:32]/[O:33][CH:34]2[CH2:38][CH2:37][N:36]([CH3:39])[C:35]2=[O:40])/[C:27]([OH:29])=[O:28])[N:25]=1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 13536859ethyl (2Z)-2-(1-methyl-2-oxopyrrolidin-3-yl)oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetate

Produkt 1

HCID 13335558(2Z)-2-(1-methyl-2-oxopyrrolidin-3-yl)oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acidAusbeute 83,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

2.7 g of ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(1-methyl-2-pyrrolidon-3-yl)oxyimino]acetate are suspended in 27 ml of methanol, and 4.9 ml of 2N sodium hydroxide solution are added thereto. The mixture is refluxed for 20 minutes under heating. After cooling, the mixtures concentrated under reduced pressure to remove methanol. The residue is adjusted to pH 3 with 2N hydrochloric acid and extracted with ethyl acetate. The extract is dried and evaporated under reduced pressure to remove solvent. Then, the residue thus obtained is crystallized with ether and collected by filtration. 2.15 g of (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(1-methyl-2-pyrrolidon-3-yl)oxyimino]acetic acid are obtained.

Aufarbeitung

  1. temperatureThe mixture is refluxed for 20 minutes
  2. temperatureunder heating
  3. temperatureAfter cooling
  4. concentrationthe mixtures concentrated under reduced pressure
  5. customto remove methanol
  6. extractionextracted with ethyl acetate
  7. customThe extract is dried
  8. customevaporated under reduced pressure
  9. customto remove solvent
  10. customThen, the residue thus obtained
  11. customis crystallized with ether
  12. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-f7266880bd9740bbb71846a513d9b8be
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04598154

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