Sulfuric Acid → 4-(1-Piperazinyl)benzamide

HRID 1533898Notes

Reaction equation

HRID 1533898 reaction equation
[N:1]1([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.S(=O)(=O)(O)[OH:16]>>[N:1]1([C:7]2[CH:8]=[CH:9][C:10]([C:11]([NH2:12])=[O:16])=[CH:13][CH:14]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 27339954-(Piperazin-1-yl)benzonitrile

Product 1

HCID 111065094-(1-Piperazinyl)benzamideYield 20%

Procedure

To 8.0 g (0.04 mol) of 4-(1-piperazinyl)benzonitrile was added, with stirring, 50.0 mL (0.87 mol) of 93% sulfuric acid over a 15 min period. The mixture was stirred overnight and the resulting suspended amide was collected by filtration, rinsed with water, and allowed to air dry. The solid was recrystallized from absolute ethanol to give 1.6 g (20%) of white solid, mp 240°-243° C.

Workup

  1. stirringThe mixture was stirred overnight
  2. filtrationwas collected by filtration
  3. washrinsed with water
  4. customto air dry
  5. customThe solid was recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-c25a6724c33e46f68d2127ca6f81fef7
Source dataset
uspto-grants-1992_02
Patent number
US05086055

Reaction notes

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