Reacción #9226

ord-6e34ac8687504305874573b2b52188a8

Ecuación de reacción

CCNC(=O)Nc1nc2ccc(Br)cc2s1
1-(6-bromo-2-benzothiazolyl)-3-ethylurea
CCN(CC)CC
triethylamine
C#Cc1ccccc1
phenylacetylene
→
CCNC(=O)Nc1nc2ccc(C#Cc3ccccc3)cc2s1
desired compound
Rendimiento 8.0%
CCNC(=O)Nc1nc2ccc(C#Cc3ccccc3)cc2s1
1-(6-Phenylacetylenyl-2-benzothiazolyl)-3-ethylurea
Rendimiento 8.0%

Reactantes

CCNC(=O)Nc1nc2ccc(Br)cc2s1
1-(6-bromo-2-benzothiazolyl)-3-ethylurea
CCN(CC)CC
triethylamine
C#Cc1ccccc1
phenylacetylene

Reactivos

[Cl][Pd]([Cl])([P](c1ccccc1)(c1ccccc1)c1ccccc1)[P](c1ccccc1)(c1ccccc1)c1ccccc1
Pd(PPh3)2Cl2

Disolventes

CN(C)C=O
DMF

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowas reacted

Procedimiento

A mixture of 1-(6-bromo-2-benzothiazolyl)-3-ethylurea, Pd(PPh3)2Cl2, triethylamine, and phenylacetylene in 1 mL of anhydrous DMF was reacted according to the procedure of Example 213 to give 0.008 g (8%) of the desired compound. LC/MS 322 (M+1); LC retention time 3.65 min.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07091227B2uspto-grants-2006_08