Diethylamine → 4-(N,N-diethylcarbamoyl)-1,2-dinitrobenzene

HRID 2083571Notes

Reaction equation

HRID 2083571 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:7](Cl)=[O:8])([O-:3])=[O:2].[CH2:16]([NH:18][CH2:19][CH3:20])[CH3:17]>C(Cl)Cl>[CH2:16]([N:18]([CH2:19][CH3:20])[C:7]([C:6]1[CH:10]=[CH:11][C:12]([N+:13]([O-:15])=[O:14])=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:8])[CH3:17]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 118064913,4-dinitrobenzoyl Chloride

Product 1

HCID 203569874-(N,N-diethylcarbamoyl)-1,2-dinitrobenzene

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 17.4 g. (0.075 mol.) of 3,4 dinitrobenzoylchloride in 250 ml. of methylene chloride is treated at 0°-20° C with a solution of 11 g. (0.15 mol.) of diethylamine in 100 ml. of methylene chloride. The solution is kept at 20°-25° C for 2 hrs., the solvent is evaporated and the residue triturated with water. Recrystallization from methanol affords 4-(N,N-diethylcarbamoyl)-1,2-dinitrobenzene.

Workup

  1. custom, the solvent is evaporated
  2. customthe residue triturated with water
  3. customRecrystallization from methanol

Sources & evidence

ORD record
ord-2e91a3c5ad7044f0b89f84405abce91b
Source dataset
uspto-grants-1978_04
Patent number
US04086235

Reaction notes

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