Water → 2-Nitro-5-(piperidin-1-yl)benzonitrile

HRID 1982395Notes

Reaction equation

HRID 1982395 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([CH:9]=1)[C:7]#[N:8].[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.O>CN(C)C=O>[N+:10]([C:5]1[CH:4]=[CH:3][C:2]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)=[CH:9][C:6]=1[C:7]#[N:8])([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 962WaterHCID 8082PiperidineHCID 1005065-Chloro-2-nitrobenzonitrile

Product 1

HCID 3194902-Nitro-5-(piperidin-1-yl)benzonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

63.9 g of 5-chloro-2-nitrobenzonitrile was dissolved in 200 ml of dimethylformamide, and 95 ml of piperidine was added to the solution. The mixture was stirred at 50° C. for 30 minutes while externally cooling because of heat generation. The reaction mixture was poured into water, and the precipitate thus formed was collected, washed with water and then with methanol, and dried to obtain 80 g of 2-nitro-5-piperidinobenzonitrile (melting point: 126°-127° C.).

Workup

  1. temperaturewhile externally cooling because of heat generation
  2. customthe precipitate thus formed
  3. customwas collected
  4. washwashed with water
  5. dry with materialwith methanol, and dried

Sources & evidence

ORD record
ord-06756362d8744435acf0161b739df751
Source dataset
uspto-grants-1986_06
Patent number
US04596806

Reaction notes

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