Sulfuric Acid → 4-(1-Piperazinyl)benzamide

HRID 1087812Notes

Reaction equation

HRID 1087812 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 mole) of 4-(1-piperazinyl)benzonitrile was added, with stirring, 50.0 ml (0.87 mole) 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, m.p. 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-199702cea1c5426798aa3689504c29ec
Source dataset
uspto-grants-1990_10
Patent number
US04960776

Reaction notes

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