4-tert-Butylbenzylamine → N-(4-tert-butylbenzyl)-4-chloro-1,3-dimethyl-5-pyrazole carboxamide

HRID 1709637Notes

Reaction equation

HRID 1709637 reaction equation
[Cl:1][C:2]1[C:3]([CH3:13])=[N:4][N:5]([CH3:12])[C:6]=1[C:7]([O:9]CC)=O.[C:14]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22][NH2:23])=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15]>>[C:14]([C:18]1[CH:19]=[CH:20][C:21]([CH2:22][NH:23][C:7]([C:6]2[N:5]([CH3:12])[N:4]=[C:3]([CH3:13])[C:2]=2[Cl:1])=[O:9])=[CH:24][CH:25]=1)([CH3:17])([CH3:15])[CH3:16]

Participants

3

Reactant 2

HCID 27356554-tert-ButylbenzylamineHCID 14460743Ethyl 4-chloro-1,3-dimethyl-1H-pyrazole-5-carboxylate

Product 1

HCID 14460744N-(4-tert-butylbenzyl)-4-chloro-1,3-dimethyl-5-pyrazole carboxamideYield 69.9%

Conditions

Temperature
200 °C

Procedure

A mixture of 2.03 g of ethyl 4-chloro-1,3-dimethylpyrazole-5-carboxylate and 2.45 g of 4-tertbutylbenzylamine was heated at 200° C. for 4 hours under stirring. After cooling to room temperature, the reaction product was purified by silica gel column chromatography to obtain 2.24 g of the compound (No. 36) described in Table 1.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe reaction product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-858a70b2cc5049f2be88d595952af919
Source dataset
uspto-grants-1990_08
Patent number
US04950668

Reaction notes

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