Reaktion #78500

ord-8b7f87ec74a64cf5b47e62ece4fa1ecf

Reaktionsgleichung

CCOC(=O)CN(C(=O)c1ccc2sc(CNc3ccc(C(=N)N)cc3)nc2c1)c1ccccc1.Cl
2-[N-(4-amidinophenyl)aminomethyl]benzothiazol-5-yl-carboxylic acid-N-phenyl-N-(ethoxycarbonylmethyl)amide hydrochloride
[Na+].[OH-]
sodium hydroxide
→
Cl.N=C(N)c1ccc(NCc2nc3cc(C(=O)N(CC(=O)O)c4ccccc4)ccc3s2)cc1
2-[N-(4-amidinophenyl)aminomethyl]benzothiazol-5-yl-carboxylic acid-N-phenyl-N-(hydroxycarbonylmethyl)amide hydrochloride
Ausbeute 75.0%

Edukte

CCOC(=O)CN(C(=O)c1ccc2sc(CNc3ccc(C(=N)N)cc3)nc2c1)c1ccccc1.Cl
2-[N-(4-amidinophenyl)aminomethyl]benzothiazol-5-yl-carboxylic acid-N-phenyl-N-(ethoxycarbonylmethyl)amide hydrochloride
[Na+].[OH-]
sodium hydroxide
—
C24H21N5O3S

Reagenzien

CC(=O)O
acetic acid

Lösungsmittel

CCO.ClCCl
methylene chloride ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Prepared analogously to Example 10 from 2-[N-(4-amidinophenyl)aminomethyl]benzothiazol-5-yl-carboxylic acid-N-phenyl-N-(ethoxycarbonylmethyl)amide hydrochloride and sodium hydroxide solution. Yield: 75% of theory, C24H21N5O3S (459.53); Rf value: 0.14 (silica gel; methylene chloride/ethanol=4:1+a few drops of acetic acid); EKA mass spectrum: (M+H)+=460; (M+Na)+=482.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06710055B2uspto-grants-2004_03