Ammonia → 3-(Piperazin-1-yl)benzamide

HRID 276895

Reaction equation

HRID 276895 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1)#[N:2].N.S(=O)(=O)(O)[OH:17]>>[C:1]([C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1)(=[O:17])[NH2:2]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 114809021-(3-Cyanophenyl)piperazine

Product 1

HCID 155426373-(Piperazin-1-yl)benzamideYield 58%

Procedure

1-(3-Cyanophenyl)piperazine (1.6 g, 8.3 mmol) was dissolved in 90% sulfuric acid aqueous solution (17 ml) and stirred at a room temperature for 2 days. The reaction solution was slowly added drbpwise to a mixture consisting of ice (65 g) and 28% aqueous ammonia (65 ml), and the reaction product was extracted with chloroform. The resulting extract was washed with saturated brine and dried with sodium sulfate, and then the solvent was evaporated under a reduced pressure to obtain 990 mg of the title compound (4.9 mmol, 58% in yield).

Workup

  1. additionThe reaction solution was slowly added drbpwise to a mixture
  2. extractionthe reaction product was extracted with chloroform
  3. extractionThe resulting extract
  4. washwas washed with saturated brine
  5. dry with materialdried with sodium sulfate
  6. customthe solvent was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-77e9194d52164950aa92ca496db25f7c
Source dataset
uspto-grants-2002_03
Patent number
US06355642B1

Linked notes

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