Reacción #9245

ord-539abe6e916e46699d709602a0ec92f3

Ecuación de reacción

CCNC(=O)Nc1nc2ccc(-c3cccc(N)c3)cc2s1
1-(6-(3-aminophenyl)-2-benzothiazolyl)-3-ethylurea
CCN(CC)CC
triethylamine
Cc1cccc(N=C=O)c1
3-tolyl isocyanate
CCNC(=O)Nc1nc2ccc(-c3cccc(NC(=O)Nc4ccccc4)c3)cc2s1
1-(6-(3-phenylaminocarbonylaminophenyl)-2-benzothiazolyl)-3-ethylurea
→
CCNC(=O)Nc1nc2ccc(-c3cccc(NC(=O)Nc4cccc(C)c4)c3)cc2s1
desired compound
Rendimiento 26.0%
CCNC(=O)Nc1nc2ccc(-c3cccc(NC(=O)Nc4cccc(C)c4)c3)cc2s1
1-(6-(3-(3-Tolyl)aminocarbonylaminophenyl)-2-benzothiazolyl)-3-ethylurea
Rendimiento 26.0%

Reactantes

CCNC(=O)Nc1nc2ccc(-c3cccc(N)c3)cc2s1
1-(6-(3-aminophenyl)-2-benzothiazolyl)-3-ethylurea
CCN(CC)CC
triethylamine
Cc1cccc(N=C=O)c1
3-tolyl isocyanate
CCNC(=O)Nc1nc2ccc(-c3cccc(NC(=O)Nc4ccccc4)c3)cc2s1
1-(6-(3-phenylaminocarbonylaminophenyl)-2-benzothiazolyl)-3-ethylurea

Reactivos

Ninguno

Disolventes

Cc1ccccc1
toluene

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowas reacted

Procedimiento

Similar to the synthesis of 1-(6-(3-phenylaminocarbonylaminophenyl)-2-benzothiazolyl)-3-ethylurea, a mixture of 1-(6-(3-aminophenyl)-2-benzothiazolyl)-3-ethylurea, triethylamine, and 3-tolyl isocyanate in toluene was reacted to give the desired compound 0.023 g (26%). LC/MS 446.2 (M+1); LC retention time 3.76 min.

Fuente

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