Reacción #2467934

ord-5cd2ac8b052e4ca09fd45ebe0d67200c

Ecuación de reacción

NNC(N)=S
thiosemicarbazide
O=C(Br)Cc1ccc(Cl)c(Cl)c1
3,4-dichlorophenylacetyl bromide
NNc1nc(-c2ccc(Cl)c(Cl)c2)cs1
4-(3,4-Dichloro-phenyl)-thiazol-2-yl-hydrazine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe precipitate of hydrobromide salt was filtered
  2. 2
    Lavadowashed with dioxane (3×10 mL)
  3. 3
    FiltraciónThe product was filtered
  4. 4
    Lavadowashed with water
  5. 5
    Otrodried (2.08 g, 80%)
  6. 6
    OtroThe product was generally satisfactory for further reaction

Procedimiento

A solution of a thiosemicarbazide (10 mmol, 0.91 g) and 3,4-dichlorophenylacetyl bromide (10 mmol, 2.68 g) in dioxane (20 mL) was stirred at room temperature for 16 h. The precipitate of hydrobromide salt was filtered and washed with dioxane (3×10 mL) basified with 2N Na2CO3 (20 mL). The product was filtered, washed with water and dried (2.08 g, 80%). The product was generally satisfactory for further reaction. 1H NMR (400 MHz) δ 8.67 (s, 1H, NH), 8.00 (d, J=1.6 Hz, 1H), 7.76 (dd, J=1.6 Hz, J=8.4 Hz, 1H), 7.60 (d, J=8.4 Hz, 1H), 7.31 (s), 1H MS+(APCI), 259.68, (M+1; calcd 258.97 (M+)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08257931B2uspto-grants-2012_09