Hydrochloric Acid → 2-Amino-6-(4-methylpiperazin-1-yl)benzonitrile

HRID 972963Notes

Reaction equation

HRID 972963 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[C:9]=2[C:10]#[N:11])[CH2:4][CH2:3]1.Cl>[Fe].C(Cl)Cl>[NH2:16][C:12]1[CH:13]=[CH:14][CH:15]=[C:8]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)[C:9]=1[C:10]#[N:11]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 127157762-(4-Methylpiperazin-1-yl)-6-nitrobenzonitrile

Product 1

HCID 127157262-Amino-6-(4-methylpiperazin-1-yl)benzonitrile

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4.92 g. of 2-(4-methyl-1-piperazinyl)-6-nitrobenzonitrile in 11 ml. of concentrated hydrochloric acid is added 3.4 g. of iron powder. The mixture is stirred for 30 minutes, poured into ice water and the pH is adjusted to 12. Methylene chloride is added, the whole mixture is filtered through celite, the methylene chloride is separated, dried and evaporated to give solid, crude product, 2-amino-6-(4-methyl-1-piperazinyl)benzonitrile.

Workup

  1. filtrationthe whole mixture is filtered through celite
  2. customthe methylene chloride is separated
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-4484fe2b7efa418ca4991c85c78ea4ba
Source dataset
uspto-grants-1977_10
Patent number
US04054591

Reaction notes

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