N-Methylaniline → HCID 20549892, compound

HRID 2058606Notes

Reaction equation

HRID 2058606 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:9][N:10]1[C:14]([C:15](Cl)=[O:16])=[C:13]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[N+:25]([O-:27])=[O:26])[C:12]([CH3:28])=[N:11]1>O1CCOCC1>[CH3:1][N:2]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[C:15]([C:14]1[N:10]([CH3:9])[N:11]=[C:12]([CH3:28])[C:13]=1[NH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N+:25]([O-:27])=[O:26])=[O:16]

Participants

4

Reactant 2

HCID 7515N-MethylanilineHCID 54260936HCID 54260936, compound

Product 1

HCID 20549892HCID 20549892, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

2.7 g of N-methylaniline are added dropwise to a solution of 2.95 g of 1,3-dimethyl-4-[(2-nitrophenyl)amino]pyrazole-5-carboxylic acid chloride in 10 ml of dioxane, and the resulting mixture is warmed at 90° C. for 1 hour. The solution is concentrated in vacuo, and water and a little dilute hydrochloric acid are added to yield 3.1 g of N,1,3-trimethyl-4-[(2-nitrophenyl)amino]-N-phenylpyrazole-5-carboxamide.

Workup

  1. concentrationThe solution is concentrated in vacuo, and water
  2. additiona little dilute hydrochloric acid are added

Sources & evidence

ORD record
ord-58ccd2030bbe47b38b820bac0b6f46ef
Source dataset
uspto-grants-1982_03
Patent number
US04317823

Reaction notes

Loading…