Ethylenediamine → (2-Aminoethyl)(diphenylmethyl)amine

HRID 544127Notes

Reaction equation

HRID 544127 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[CH:5](Cl)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(#N)C>[C:6]1([CH:5]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:3][CH2:2][CH2:1][NH2:4])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 7035Chlorodiphenylmethane

Product 1

HCID 11031568(2-Aminoethyl)(diphenylmethyl)amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 90.15 g of ethylenediamine, 50.7 g of benzhydryl chloride and 300 ml of acetonitrile is heated under reflux for 24 hours. It is partitioned between 400 ml of diethyl ether and 175 ml of 10% sodium hydroxide solution, the ether phase is separated off, dried over magnesium sulphate, evaporated to dryness and distilled under reduced pressure. N-diphenylmethylethylenediamine is obtained, b.p.0.13 =116°-124° C., m.p. 23°-24° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 24 hours
  3. customIt is partitioned between 400 ml of diethyl ether and 175 ml of 10% sodium hydroxide solution
  4. customthe ether phase is separated off
  5. dry with materialdried over magnesium sulphate
  6. customevaporated to dryness
  7. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-5e81314f44644729afaf5b6c4e6e0497
Source dataset
uspto-grants-1984_05
Patent number
US04448776

Reaction notes

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