Ethylenediamine → HCID 21409985, compound

HRID 597625Notes

Reaction equation

HRID 597625 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:16]([CH2:18][CH2:19]Cl)[CH3:17])=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O.[CH2:21]([NH2:24])[CH2:22][NH2:23].C(N(CC)CC)C>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:16]([CH3:17])[CH2:18][CH2:19][N:23]3[CH2:22][CH2:21][NH:24][C:7]3([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:6]=2[CH:15]=1

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 8471TriethylamineHCID 21823034HCID 21823034, compound

Product 1

HCID 21409985HCID 21409985, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5.0 g. (16 mmole) of 5-chloro-2-(2-chloroethylmethylamino)benzophenone, 3.0 g. (50 mmole) of ethylenediamine, 50 ml. of triethylamine and 250 ml. of ethanol was stirred at reflux for 48 hours. The solvents were removed by evaporation and the residue containing starting material and the product was washed with water, chromatographed over Florisil, and recrystallized from petroleum ether to give the above-titled product as yellow prisms, m.p. 100° -102°.

Workup

  1. temperatureat reflux for 48 hours
  2. customThe solvents were removed by evaporation
  3. additionthe residue containing
  4. washthe product was washed with water
  5. customchromatographed over Florisil
  6. customrecrystallized from petroleum ether

Sources & evidence

ORD record
ord-6c8cc99a2eab4777bf552e7bee098f52
Source dataset
uspto-grants-1977_03
Patent number
US04014916

Reaction notes

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