Water → 4-Morpholino-2-nitrobenzonitrile

HRID 1787552Notes

Reaction equation

HRID 1787552 reaction equation
[N+:1]([C:4]1[CH:11]=[C:10]([N+:12]([O-])=O)[CH:9]=[CH:8][C:5]=1[C:6]#[N:7])([O-:3])=[O:2].N1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.O>CN(C)C=O>[N:12]1([C:10]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([N+:1]([O-:3])=[O:2])[CH:11]=2)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 962WaterHCID 8083MorpholineHCID 5540822,4-Dinitrobenzonitrile

Product 1

HCID 134992654-Morpholino-2-nitrobenzonitrileYield 82.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2,4-dinitrobenzonitrile 4.20 g (21.75 mmol) and morpholine 5.7 mL (66.0 mmol) in N,N-dimethyformamide 20 mL was stirred at room temperature for 20 hours. The reaction mixture was poured into water. The precipitate was collected and washed with water to give the title compound 4.20 g as orange solid. Yield 74.5%.

Workup

  1. customThe precipitate was collected
  2. washwashed with water

Sources & evidence

ORD record
ord-0bf9b1a73b7943bf98bae5cd068b69a5
Source dataset
uspto-grants-2009_03
Patent number
US07511041B2

Reaction notes

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