Ethylenediamine → [2-(2-Aminoethyl)amino-5-nitrophenyl]-benzyl sulphone

HRID 978636Notes

Reaction equation

HRID 978636 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:13])=[O:12].[NH2:21][CH2:22][CH2:23][NH2:24]>C(O)(C)C>[NH2:21][CH2:22][CH2:23][NH:24][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 20203466Benzyl 2-chloro-5-nitrophenyl sulphone

Product 1

HCID 20203455[2-(2-Aminoethyl)amino-5-nitrophenyl]-benzyl sulphone

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

16.0 g of benzyl 2-chloro-5-nitrophenyl sulphone and 12.0 g of 1,2-diaminoethane are refluxed in 100 ml of isopropanol for one hour. The reaction mixture is cooled down, and the solids are filtered off with suction, are washed with 50 ml of water and are dried. This gives 19.2 g of pale yellow [2-(2-aminoethyl)-amino-5-nitrophenyl]-benzyl sulphone.

Workup

  1. temperatureThe reaction mixture is cooled down
  2. filtrationthe solids are filtered off with suction
  3. washare washed with 50 ml of water
  4. customare dried

Sources & evidence

ORD record
ord-28f4c20163274bfca27c1b341a9c0202
Source dataset
uspto-grants-1987_05
Patent number
US04665179

Reaction notes

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