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

HRID 898550Notes

Reaction equation

HRID 898550 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]>CCOC(C)=O>[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 AcetateSolvent2×

Procedure

At 0° C. a solution of 3.20 g (13.673 mmol) (2-chloro-4-nitro-phenyl)-acetyl-chloride in 50 mL EtOAc was slowly added dropwise to a solution of 5.67 mL (54.000 mmol) diethylamine in 50 mL EtOAc, then the cooling bath was removed and the mixture was stirred for 2 h at RT . The reaction mixture was diluted with EtOAc, the org. phase was washed with water and saturated aqueous NaCl solution, dried over sodium sulphate and evaporated down i. vac.

Workup

  1. customthe cooling bath was removed
  2. additionThe reaction mixture was diluted with EtOAc
  3. washphase was washed with water and saturated aqueous NaCl solution
  4. dry with materialdried over sodium sulphate
  5. customevaporated down i

Sources & evidence

ORD record
ord-69b4bb77ac7b4c95bc2b5c6f4c972d39
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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