2-Propoxybenzoyl chloride → 3-Methyl-5-(2-n-propoxybenzamido)-1-n-propylpyrazole-4-carboxamide

HRID 1532125Notes

Reaction equation

HRID 1532125 reaction equation
[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](Cl)=[O:8])[CH2:2][CH3:3].[NH2:14][C:15]1[N:19]([CH2:20][CH2:21][CH3:22])[N:18]=[C:17]([CH3:23])[C:16]=1[C:24]([NH2:26])=[O:25]>N1C=CC=CC=1>[CH3:23][C:17]1[C:16]([C:24]([NH2:26])=[O:25])=[C:15]([NH:14][C:7](=[O:8])[C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[O:4][CH2:1][CH2:2][CH3:3])[N:19]([CH2:20][CH2:21][CH3:22])[N:18]=1

Participants

4

Reactant 2

HCID 159219132-Propoxybenzoyl chlorideHCID 544392795-Amino-3-methyl-1-n-propylpyrazole-4-carboxamide

Product 1

HCID 537183093-Methyl-5-(2-n-propoxybenzamido)-1-n-propylpyrazole-4-carboxamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The title compound was prepared from 2-n-propoxy-benzoyl chloride (5.33 g, 0.027 mol) and 5-amino-3-methyl-1-n-propylpyrazole-4-carboxamide (Preparation 6; 4.07 g, 0.022 mol) in pyridine (100 ml), following the procedure of Preparation 2, and was obtained as a white solid (5.84 g, 76%). A sample was crystallised from ethyl acetate-hexane, m.p. 111-113° C. Found: C, 62.83; H, 7.09; N, 16.26. C18H24N4O3 requires C, 62.77; H, 7.02; N, 16.27%.

Workup

  1. customthe procedure of Preparation 2

Sources & evidence

ORD record
ord-2e61b9788192450a9919f719502c3ee5
Source dataset
uspto-grants-2001_03
Patent number
US06200980B1

Reaction notes

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