Diethylamine → 2-Chloro-N,N-diethyl-4-nitrobenzeneacetamide

HRID 735121Notes

Reaction equation

HRID 735121 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][C:12](Cl)=[O:13].[CH2:15]([NH:17][CH2:18][CH3:19])[CH3:16]>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][C:12]([N:17]([CH2:18][CH3:19])[CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 85969188(2-Chloro-4-nitrophenyl)acetic acid chloride

Product 1

HCID 688195332-Chloro-N,N-diethyl-4-nitrobenzeneacetamide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Prepared analogously to Example 4.1.d. from (2-chloro-4-nitrophenyl)acetic acid chloride and diethylamine in ethyl acetate. Yield: 3.7 g (100% of theory); C12H15ClN2O3 (M=270.71); calc.: molecular ion peak (M+H)+: 271/273; found: molecular ion peak (M+H)+: 271/273; Rf value: 0.45 (silica gel, petroleum ether/ethyl acetate (1:1)).

Workup

  1. customPrepared analogously to Example 4.1.d

Sources & evidence

ORD record
ord-4a3a17a439db4e02aacce54c1f070d6c
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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