Water → 4-Morpholino-2-nitrobenzonitrile

HRID 1091531Notes

Reaction equation

HRID 1091531 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-dimethylformamide 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-02cebe0ec2ed4d2abe6ec47f4a5a4591
Source dataset
uspto-grants-2012_03
Patent number
US08129386B2

Reaction notes

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