Ethylenediamine → HCID 20509044, compound

HRID 268039Notes

Reaction equation

HRID 268039 reaction equation
[S:1]1(=[O:7])(=[O:6])[CH2:5][CH2:4][CH:3]=[CH:2]1.[NH2:8][CH2:9][CH2:10][NH2:11]>C(O)C>[O:6]=[S:1]1(=[O:7])[CH2:5][CH2:4][CH:3]([NH:8][CH2:9][CH2:10][NH:11][CH:3]2[CH2:4][CH2:5][S:1](=[O:7])(=[O:6])[CH2:2]2)[CH2:2]1

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 14497Thiophene, 2,3-dihydro-, 1,1-dioxide

Product 1

HCID 20509044HCID 20509044, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 500 ml. round bottom flask equipped with condenser, thermometer and a stirrer were introduced 118 g. (1.0 mole) of 4,5-dihydrothiophene 1,1-dioxide, 200 ml. of 70% by weight aqueous ethanol and 30 g. (0.5 mole) of 1,2-diaminoethane (ethylenediamine). The reaction mixture was heated at reflux (80°-85°C) for 4 hours. The solvent was then removed under a reduced pressure. The product, N,N'-bis(1,1-dioxotetrahydro-3-thienyl)-1,2-diaminoethane, obtained was a viscous liquid that became a solid, m.p. 60°-85°C. IR spectrum showed absorptions at 3300 cm-1 (NH), at 1300 cm-1 and 1140 cm-1 (SO2).

Workup

  1. customround bottom flask equipped with condenser
  2. additionthermometer and a stirrer were introduced 118 g
  3. temperatureThe reaction mixture was heated
  4. temperatureat reflux (80°-85°C) for 4 hours
  5. customThe solvent was then removed under a reduced pressure

Sources & evidence

ORD record
ord-3fe988fcefa945d29f87483a681f0845
Source dataset
uspto-grants-1976_03
Patent number
US03946038

Reaction notes

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