Reacción #799341

Ecuación de reacción

Et2O

n-pentane

7-bromo-5-iodobenzothiazol-2-amine

ethylisocyanate

→

desired product

Rendimiento 88.5%

1-(7-bromo-5-iodobenzothiazol-2-yl)-3-ethylurea

Rendimiento 88.5%

Disolventes

1,4-dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe resulting reaction mixture
2. 2
   OtroAfter reaction completion (by TLC)
3. 3
   Otrothe solvent was evaporated
4. 4
   workup.ADDITIONn-hexane added
5. 5
   Otrothe evaporation procedure
6. 6
   Filtraciónthen filtered
7. 7
   OtroThe residue thus obtained
8. 8
   Filtraciónfiltered

Procedimiento

To a stirred solution of 7-bromo-5-iodobenzothiazol-2-amine (250 g, 0.70 mol) in 1,4-dioxane at rt was added ethylisocyanate (278 mL, 3.52 mol). The resulting reaction mixture was heated to 80° C. for 10-12 h under N2 atmosphere. After reaction completion (by TLC), the solvent was evaporated then n-hexane added and the evaporation procedure repeated. The resulting residue was stirred in hot water (2 L) at 60-65° C. for 30-40 min then filtered. The residue thus obtained was treated with a mixture of Et2O and n-pentane and filtered to obtain the desired product (264 g, 88%). 1H NMR (DMSO-d6): δ 1.08 (t, J=7.20 Hz, 3H), 3.20 (q, J=6.80, 2H), 6.73 (br s, 1H), 7.72 (s, 1H), 7.96 (s, 1H) and 11.07 (br s, 1H). MS: 426.0 [M+H]+.

Fuente