Reacción #9230

ord-e3c1889fcfaf4fb982b73eceaea5d2bc

Ecuación de reacción

CCNC(=O)Nc1nc2ccc(Br)cc2s1
1-(6-bromo-2-benzothiazolyl)-3-ethylurea
c1ccc(P(CCCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1
dppp
CCN(CC)CC
triethylamine
C=Cc1ccccc1
styrene
→
CCNC(=O)Nc1nc2ccc(/C=C/c3ccccc3)cc2s1
desired compound
Rendimiento 62.0%
CCNC(=O)Nc1nc2ccc(/C=C/c3ccccc3)cc2s1
1-(6-(2(E)-Phenylvinyl)-2-benzothiazolyl)-3-ethylurea
Rendimiento 62.0%

Reactantes

CCNC(=O)Nc1nc2ccc(Br)cc2s1
1-(6-bromo-2-benzothiazolyl)-3-ethylurea
c1ccc(P(CCCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1
dppp
CCN(CC)CC
triethylamine
C=Cc1ccccc1
styrene

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, dppp, triethylamine, styrene, and two crystals of BHT in anhydrous DMF was reacted according to the procedure of Example 225 to give the desired compound 0.201 g (62%). LC/MS 324.2 (M+1); LC retention time 2.87 min.

Fuente

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