Isopropanol → HCID 13506665, Verbindung

HRID 1583297

Reaktionsgleichung

Reaktionsgleichung von HRID 1583297
[I-].[Na+].[CH3:3][N:4]1[S:13](=[O:15])(=[O:14])[C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:6]([OH:16])=[C:5]1[C:17]([NH:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][N:25]=1)=[O:18].[C:26](=[O:33])([O:31][CH3:32])[O:27][CH:28](Cl)[CH3:29].C(O)(C)C.[K+].[Br-]>>[CH3:32][O:31][C:26]([O:27][CH:28]([O:16][C:6]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=2[S:13](=[O:15])(=[O:14])[N:4]([CH3:3])[C:5]=1[C:17]([NH:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][N:25]=1)=[O:18])[CH3:29])=[O:33]

Komponenten

6

Edukt 5

HCID 3776IsopropanolHCID 5238Sodium IodideHCID 253877Potassium BromideHCID 135066411-Chloroethyl methyl carbonateHCID 54676228Piroxicam

Produkt 1

HCID 13506665HCID 13506665, Verbindung

Versuchsvorschrift

By the method of Example 6, using a reflux time of 1 hour prior to addition of a sodium iodide, piroxicam (2.00 g, 6.0 mmol) and alpha-chloroethyl methyl carbonate (2.50 g, 18.1 mmol) were converted to chromatographed title product as a yellow solid which was crystallized from isopropyl alcohol (660 mg, 1.5 mmol, 25.0%): mp 150°-151° C.; IR (KBr) 1757, 1677 cm-1 ; 1H NMR (CDCl3) delta 1.75 (d, J=6 Hz, 3H), 3.12 (s, 3H), 3.65 (s, 3H), 6.35 (q, J=6 Hz, 1H), 7.07-7.18 (m, 1H), 7.65-7.95 (m, 5H), 8.30-8.42 (m, 2H), 9.42 (br s, 1H); precise mass calcd for C19H19N3O7S m/e 433.0944, found 433.1004.

Aufarbeitung

  1. customa reflux time of 1 hour
  2. customto chromatographed title product as a yellow solid which

Quellen und Nachweise

ORD-Eintrag
ord-48c87259d81a485e8c11ab95363677aa
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04551452

Verknüpfte Notizen

Wird geladen…