4-Nitrobenzoyl chloride → HCID 20226436, compound

HRID 1706399Notes

Reaction equation

HRID 1706399 reaction equation
[NH2:1][CH:2]1[CH2:6][N:5]([CH2:7][CH3:8])[N:4]([CH2:9][CH3:10])[CH2:3]1.[N+:11]([C:14]1[CH:22]=[CH:21][C:17]([C:18]([Cl:20])=[O:19])=[CH:16][CH:15]=1)([O-:13])=[O:12]>C(Cl)(Cl)Cl>[ClH:20].[N+:11]([C:14]1[CH:15]=[CH:16][C:17]([C:18]([NH:1][CH:2]2[CH2:6][N:5]([CH2:7][CH3:8])[N:4]([CH2:9][CH3:10])[CH2:3]2)=[O:19])=[CH:21][CH:22]=1)([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 85024-Nitrobenzoyl chlorideHCID 5591991,2-Diethyl-4-pyrazolidinamine

Product 1

HCID 20226436HCID 20226436, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 40.5 g (0.28 mole) of 4-amino-1,2-diethylpyrazolidine in 200 ml of chloroform was added with stirring 52 g (0.28 mole) of p-nitrobenzoyl chloride in 200 ml chloroform. The solution was allowed to stand overnight and then extracted with dilute sodium hydroxide. The chloroform was dried (sodium sulfate) and concentrated. The residue was crystallized twice from isopropyl etherethyl acetate to give 73 g. (80%) of the free base.

Workup

  1. extractionextracted with dilute sodium hydroxide
  2. dry with materialThe chloroform was dried (sodium sulfate)
  3. concentrationconcentrated
  4. customThe residue was crystallized twice from isopropyl etherethyl acetate
  5. customto give 73 g

Sources & evidence

ORD record
ord-954f73a4870e4cce9134f3ad018b5944
Source dataset
uspto-grants-1980_06
Patent number
US04207327

Reaction notes

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