Reacción #85515

ord-dd52b540650e4a0eb019559666de18f8

Ecuación de reacción

[NH4+].[OH-]
Ammonium hydroxide
Nc1ccccc1S
2-aminobenzenethiol
N#Cc1c[nH]nc1N
3-aminopyrazole-4-carbonitrile
Nc1n[nH]cc1-c1nc2ccccc2s1
title compound
Rendimiento 40.5%
Nc1n[nH]cc1-c1nc2ccccc2s1
4-Benzothiazol-2-yl-1H-pyrazol-3-ylamine
Rendimiento 40.5%

Condiciones de reacción

Temperatura
200°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe resulting yellow solid was isolated by filtration
  2. 2
    Lavadowashed with cold water

Procedimiento

A mixture of 2-aminobenzenethiol (100 mg, 0.8 mmol) and 3-aminopyrazole-4-carbonitrile (86 mg, 0.8 mmol) in 3 g of polyphosphoric acid was heated at 200° C. for 3 hours. The mixture was then poured into ice water and was neutralized with conc. Ammonium hydroxide solution. The resulting yellow solid was isolated by filtration and washed with cold water to yield the title compound (70 mg, 40%). MS (m/z, ES+): 217 (M+1, 100%); 1H NMR (300 MHz, ppm, DMSO-d6): δ 7.97 (d, 3J=7.8 Hz, 1H), 7.88 (s, 1H), 7.84 (d, 3J=8.0 Hz, 1H), 7.42 (m, 1H), 7.29 (m, 1H), 6.3 (br s, 2H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09434720B2uspto-grants-2016_09