3,5-Dinitrobenzoyl chloride → HCID 12898841, compound

HRID 1277859Notes

Reaction equation

HRID 1277859 reaction equation
[NH2:1][CH:2]1[CH2:6][CH2:5][N:4]([CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH2:3]1.[N+:13]([C:16]1[CH:17]=[C:18]([CH:22]=[C:23]([N+:25]([O-:27])=[O:26])[CH:24]=1)[C:19](Cl)=[O:20])([O-:15])=[O:14]>C(Cl)(Cl)Cl>[CH:7]1([N:4]2[CH2:5][CH2:6][CH:2]([NH:1][C:19](=[O:20])[C:18]3[CH:17]=[C:16]([N+:13]([O-:15])=[O:14])[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=3)[CH2:3]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 74323,5-Dinitrobenzoyl chlorideHCID 36700741-Cyclohexylpyrrolidin-3-amine

Product 1

HCID 12898841HCID 12898841, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 8.0 g. (0.05 mole) of 3-amino-1-cyclohexylpyrrolidine in chloroform was added with stirring 12 g. (0.052 mole) of 3,5-dinitrobenzoylchloride. After stirring one hour, the solution was extracted with dilute sodium hydroxide, dried over sodium sulfate and concentrated. The residue was recrystallized from isooctane-ethyl acetate. The product weighed 5.1 g. (29%) and melted at 159°-161° C.

Workup

  1. stirringAfter stirring one hour
  2. extractionthe solution was extracted with dilute sodium hydroxide
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. customThe residue was recrystallized from isooctane-ethyl acetate

Sources & evidence

ORD record
ord-3215e0d988cb4eddb4a0e5b28a97ec17
Source dataset
uspto-grants-1981_07
Patent number
US04279822

Reaction notes

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