Dimethylformamide → HCID 86714408, compound

HRID 1750194Notes

Reaction equation

HRID 1750194 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[CH:9][C:8](F)=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)[CH3:2].CN(C=O)C.C(=O)([O-])[O-].[K+].[K+].[NH2:27][CH:28]([CH2:31][CH3:32])[CH2:29][CH3:30]>O>[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[CH:9][C:8]([NH:27][CH:28]([CH2:31][CH3:32])[CH2:29][CH3:30])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)[CH3:2]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 120193-PentanamineHCID 21277355Ethyl 4-fluoro-3-nitrobenzoate

Product 1

HCID 86714408HCID 86714408, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 25.0 g of 4-fluoro-3-nitro-benzoic acid ethyl ester in 100 ml of abs. DMF was added 24.3 g of potassium carbonate, followed by 11.6 g of 3-aminopentane. After 2 h at rt, the mixture was poured into water, and extracted with ethyl acetate three times. The combined organic phases were dried over magnesium sulphate and concentrated to yield 32.8 g (100%) of 4-(1-Ethyl-propylamino)-3-nitro-benzoic acid ethyl ester as a yellow oil.

Workup

  1. extractionextracted with ethyl acetate three times
  2. dry with materialThe combined organic phases were dried over magnesium sulphate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-02e8db464d7f4193ac101d6b7e8ffc72
Source dataset
uspto-grants-2015_10
Patent number
US09156796B2

Reaction notes

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