2-Fluoro-1H-imidazole → p-Nitrobenzyl 2,2-dimethyl-6-(imidazol-2-yl)aminopenam-3-carboxylate toluene-p-sulphonate

HRID 1154547Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1154547
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([OH:10])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[NH2:12][CH:13]1[C:34](=[O:35])[N:15]2[CH:16]([C:21]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=3)=[O:22])[C:17]([CH3:20])([CH3:19])[S:18][C@H:14]12.F[C:37]1[NH:38][CH:39]=[CH:40][N:41]=1>C(#N)C>[C:1]1([CH3:11])[CH:2]=[CH:3][C:4]([S:7]([OH:10])(=[O:8])=[O:9])=[CH:5][CH:6]=1.[CH3:19][C:17]1([CH3:20])[CH:16]([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=2)=[O:22])[N:15]2[C:34](=[O:35])[CH:13]([NH:12][C:37]3[NH:38][CH:39]=[CH:40][N:41]=3)[C@H:14]2[S:18]1

Komponenten

4

Edukt 2

HCID 5595422-Fluoro-1H-imidazoleHCID 86739845p-Nitrobenzyl 6-amino-2,2-dimethylpenam-3-carboxylate toluene-p-sulphonate

Produkt 1

HCID 86739843p-Nitrobenzyl 2,2-dimethyl-6-(imidazol-2-yl)aminopenam-3-carboxylate toluene-p-sulphonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of p-nitrobenzyl 6-amino-2,2-dimethylpenam-3-carboxylate toluene-p-sulphonate (523 mg.) and 2-fluoroimidazole (100 mg.) in acetonitrile (2 ml.) was stirred at 50° for 3 hours. The resulting solution was evaporated to dryness and the residue obtained was triturated with ether to give p-nitrobenzyl 2,2-dimethyl-6-(imidazol-2-yl)aminopenam-3-carboxylate toluene-p-sulphonate as a 50% pure solid (572 mg.) which was used without further purification.

Aufarbeitung

  1. customThe resulting solution was evaporated to dryness
  2. customthe residue obtained
  3. customwas triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-30acf8c1cf4546e38653bba4094b7330
Quelldatensatz
uspto-grants-1984_12
Patentnummer
US04490382

Notizen zur Reaktion

Wird geladen…