Hydrochloric Acid → HCID 58739076, Verbindung

HRID 720278Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 720278
C([O:3][C:4]([C:6]1[N:7]=[C:8]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][S:17]2(=[O:23])=[O:22])[N:9]([CH3:15])[C:10](=[O:14])[C:11]=1[O:12][CH3:13])=[O:5])C.[OH-].[Na+].Cl>C(O)C>[O:23]=[S:17]1(=[O:22])[CH2:18][CH2:19][CH2:20][CH2:21][N:16]1[C:8]1[N:9]([CH3:15])[C:10](=[O:14])[C:11]([O:12][CH3:13])=[C:6]([C:4]([OH:5])=[O:3])[N:7]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58739069HCID 58739069, Verbindung

Produkt 1

HCID 58739076HCID 58739076, VerbindungAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 2-(1,1-dioxo-1λ6-[1,2]thiazinan-2-yl)-5-methoxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester (0.180 g, 0.52 mmol) in 90% ethanol (10 ml) was treated at 22° C. 1 N with sodium hydroxide (1 ml) and the resulting mixture was stirred for 30 min. Then 1 N hydrochloric acid (2 ml) was added and the ethanol was evaporated under reduced pressure. The residue was dissolved in ethyl acetate, washed with brine and dried over anhydrous magnesium sulfate. Evaporation of the solvent and recrystallization of the solid residue from ethyl acetate gave 0.133 g (81% yield) of the title acid as a white crystals; mp 180–181° C. 1HNMR 400 MHz (DMSO-d6) δ (ppm): 1.55–1.6 (1H, m, CH), 2.0–2.25 (3H, m, CH2 and CH), 3.43 (2H, m, CH2), 3.44 (3H, s, NCH3), 3.75 (2H, m, CH2), 3.83 (3H, s, OCH3). Anal. Calcd for C11H15N3O6S: C, 41.64; H, 4.76; N, 13.24. Found: C, 41.84; H, 4.96; N, 12.88.

Aufarbeitung

  1. customthe ethanol was evaporated under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customEvaporation of the solvent and recrystallization of the solid residue from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-ff58c5bfa79b4a06bef6e8222ea57a45
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07135467B2

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