Ethylamine → N-Ethyl-2-(4-nitro-1H-imidazol-1-yl)octanoamide

HRID 1609759Notes

Reaction equation

HRID 1609759 reaction equation
[N+:1]([C:4]1[N:5]=[CH:6][N:7]([CH:9]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:10]([O:12]CC)=O)[CH:8]=1)([O-:3])=[O:2].[CH2:21]([NH2:23])[CH3:22]>C(O)C>[CH2:21]([NH:23][C:10](=[O:12])[CH:9]([N:7]1[CH:8]=[C:4]([N+:1]([O-:3])=[O:2])[N:5]=[CH:6]1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH3:22]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 10062368Ethyl 2-(4-nitro-1H-imidazole-1-yl)octanoate

Product 1

HCID 15222339N-Ethyl-2-(4-nitro-1H-imidazol-1-yl)octanoamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-(4-nitro-1H-imidazol-1-yl)octanoate (17 moles, 5.0 g) and ethylamine (20 ml) were stirred in 150 ml ethanol at room temperature for 16 hours. The reaction was added to ice water, extracted with ethyl acetate, washed with water, dried over sodium sulfate and concentrated. The oil crystallized upon standing to yield 3.9 g of N-Ethyl-2-(4-nitro-1H-imidazol-1-yl)octanoamide. (MS).

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. customThe oil crystallized

Sources & evidence

ORD record
ord-df5a2ba391e34b96a896a615669d7404
Source dataset
uspto-grants-1995_03
Patent number
US05401851

Reaction notes

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