StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Sodium Hydroxide → 3-Amino-6-fluoro-2-(2'-fluoro[1,1'-biphenyl]-4-yl)-4-quinolinecarboxylic acid

HRID 1073263
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1073263
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.[OH-:13].[Na+].Cl.[NH2:16][CH2:17][C:18]([C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[F:32])=[CH:22][CH:21]=1)=O>O.C(O)C.O.O1CCCC1>[NH2:16][C:17]1[C:18]([C:20]2[CH:25]=[CH:24][C:23]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[F:32])=[CH:22][CH:21]=2)=[N:7][C:8]2[C:4]([C:5]=1[C:6]([OH:11])=[O:13])=[CH:3][C:2]([F:1])=[CH:10][CH:9]=2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 3

HCID 14798Sodium HydroxideHCID 2365665-FluoroisatinHCID 221583512-Amino-1-(2'-fluoro[1,1'-biphenyl]-4-yl)-ethanone hydrochloride

Produkt 1

HCID 150859603-Amino-6-fluoro-2-(2'-fluoro[1,1'-biphenyl]-4-yl)-4-quinolinecarboxylic acidAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962Water
Lösungsmittel
2×
HCID 8028TetrahydrofuranLösungsmittel
HCID 19096565Water ethanolLösungsmittel

Versuchsvorschrift

To a stirred suspension of 4.13 g of 5-fluoroisatin in 40 ml of water was added a solution of 5.62 g of sodium hydroxide in 20 ml of water. This mixture was heated to 85°-90° C. and a warm solution of 9.3 g of 2-amino-1 (2'-fluoro[1,1'-biphenyl]-4-yl)ethanone, hydrochloride in 140 ml of ethanol:water (1:1) and 30 ml of tetrahydrofuran was added dropwise over 2 hours. This mixture was stirred at reflux for 2 hours, then the ethanol was distilled off. The reaction was filtered and the filtrate acidified to pH 4-5 with acetic acid. The resulting solid was collected, washed with water and crystallized from 400 ml of hot ethanol, giving 7.45 g of the desired product as a yellow solid, mp 248°-250° C.

Aufarbeitung

  1. temperatureThis mixture was heated to 85°-90° C.
  2. temperatureat reflux for 2 hours
  3. distillationthe ethanol was distilled off
  4. filtrationThe reaction was filtered
  5. customThe resulting solid was collected
  6. washwashed with water
  7. customcrystallized from 400 ml of hot ethanol

Quellen und Nachweise

ORD-Eintrag
ord-95395aac5bb04592a69a49f71bcafa53
Quelldatensatz
uspto-grants-1990_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04968702

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion