Réaction #40320

ord-33413e6dcbc0448487ecea1669d7ccf7

Équation de réaction

CCOC(=O)C1CCCc2sc(NC(=N)N)nc21
2-guanidino-4,5,6,7-tetrahydro-benzothiazole-4-carboxylic acid ethyl ester
[Na+].[OH-]
sodium hydroxide
Cl
hydrochloric acid
N=C(N)Nc1nc2c(s1)CCCC2C(=O)O
title compound
Rendement 56.0%
N=C(N)Nc1nc2c(s1)CCCC2C(=O)O
Guanidino-4,5,6,7-tetrahydro-benzothiazole-4-carboxylic acid
Rendement 56.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Filtrationthe precipitated product is filtered off

Mode opératoire

A suspension of 2-guanidino-4,5,6,7-tetrahydro-benzothiazole-4-carboxylic acid ethyl ester (5 mmol) and sodium hydroxide (20 mmol) in methanol/water (4:1, 10 ml) is stirred overnight at room temperature. The pH is set at 5 by adding 25% hydrochloric acid and the precipitated product is filtered off. In this way the title compound is obtained (671 mg) in a yield of 56%: tR 0.64 min (LC-1); ESI-MS (+/−): m/z 241.49 [M+H]+/239.37 [M−H]−.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07727979B2uspto-grants-2010_06