反応 #85515

ord-dd52b540650e4a0eb019559666de18f8

反応方程式

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

反応条件

温度
200°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The resulting yellow solid was isolated by filtration
  2. 2
    洗浄washed with cold water

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09434720B2uspto-grants-2016_09