Potassium Carbonate → N-[3-(1H-Pyrazol-1-yl)propyl]-2-nitrobenzamide

HRID 1608831Notes

Reaction equation

HRID 1608831 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[CH:8][CH:7]=[N:6]1.C(=O)([O-])[O-].[K+].[K+].[N+:16]([C:19]1[CH:27]=[CH:26][CH:25]=[CH:24][C:20]=1[C:21](Cl)=[O:22])([O-:18])=[O:17]>>[N:5]1([CH2:4][CH2:3][CH2:2][NH:1][C:21](=[O:22])[C:20]2[CH:24]=[CH:25][CH:26]=[CH:27][C:19]=2[N+:16]([O-:18])=[O:17])[CH:9]=[CH:8][CH:7]=[N:6]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 118752-Nitrobenzoyl chlorideHCID 70231403-(1H-pyrazol-1-yl)propan-1-amine

Product 1

HCID 19332218N-[3-(1H-Pyrazol-1-yl)propyl]-2-nitrobenzamide

Procedure

The subtitled compound was prepared substantially in accordance with the method detailed in Example 24A using 6.0 g (0.030 mol) of N-(3-aminopropyl)pyrazole, 8.5 g of potassium carbonate and 2.65 g (O.013 mol) of o-nitrobenzoyl chloride with the exception that the final product was purified by crystallization from a cyanomethane/diethyl ether solution, followed by recrystallization from an ethanol/diethyl ether solution, to provide 6.62 g of the desired subtitled intermediate (m.p. 78°-81° C.).

Workup

  1. customThe subtitled compound was prepared substantially in accordance with the method
  2. customwas purified by crystallization from a cyanomethane/diethyl ether solution
  3. customfollowed by recrystallization from an ethanol/diethyl ether solution

Sources & evidence

ORD record
ord-79683f26fc004759bca25c5fa30a29b9
Source dataset
uspto-grants-1995_03
Patent number
US05397798

Reaction notes

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