1-Propanol → 3-[4-Chloro-6-fluoro-2-propoxybenzothiazol-7-yl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

HRID 1419707Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1419707
[CH2:1]([OH:4])[CH2:2][CH3:3].[H-].[Na+].Cl[C:8]1[S:9][C:10]2[C:16]([N:17]3[C:22](=[O:23])[CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[NH:19][C:18]3=[O:28])=[C:15]([F:29])[CH:14]=[C:13]([Cl:30])[C:11]=2[N:12]=1>O1CCCC1>[Cl:30][C:13]1[C:11]2[N:12]=[C:8]([O:4][CH2:1][CH2:2][CH3:3])[S:9][C:10]=2[C:16]([N:17]2[C:22](=[O:23])[CH:21]=[C:20]([C:24]([F:26])([F:27])[F:25])[NH:19][C:18]2=[O:28])=[C:15]([F:29])[CH:14]=1

Komponenten

5

Edukt 3

HCID 10311-PropanolHCID 24758Sodium hydrideHCID 109382113-[2,4-Dichloro-6-fluorobenzothiazol-7-yl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

Produkt 1

HCID 153461793-[4-Chloro-6-fluoro-2-propoxybenzothiazol-7-yl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

108 ml of absolute n-propanol were added dropwise at room temperature to 1.1 g of sodium hydride (97% strength) in 40 ml of absolute tetrahydrofuran. Stirring was carried out for 30 minutes, after which 7.0 g of 3-[2,4-dichloro-6-fluorobenzothiazol-7-yl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione (compound I.4) were slowly added. Stirring was carried out for 12 hours, after which the solvent was distilled off at reduced pressure and the residue was then taken up in water. 10% strength hydrochloric acid was added to the aqueous phase until the resulting pH was from 3 to 4. The precipitate formed was separated off, washed with water and then dried. Yield: 5.2 g.

Aufarbeitung

  1. stirringStirring
  2. waitwas carried out for 12 hours
  3. distillationafter which the solvent was distilled off at reduced pressure
  4. addition10% strength hydrochloric acid was added to the aqueous phase until the resulting pH
  5. customThe precipitate formed
  6. customwas separated off
  7. washwashed with water
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b22d4fb7bca04445a98ee8332890ff96
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05888940

Notizen zur Reaktion

Wird geladen…