Ethylenediamine → HCID 21409973, compound

HRID 1973523Notes

Reaction equation

HRID 1973523 reaction equation
Cl[CH2:2][C:3]([N:5]([C:7]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:8]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)[CH3:6])=[O:4].[CH2:22]([NH2:25])[CH2:23][NH2:24].C(N(CC)CC)C>C(O)C>[Cl:21][C:18]1[CH:19]=[CH:20][C:7]2[N:5]([CH3:6])[C:3](=[O:4])[CH2:2][N:24]3[CH2:23][CH2:22][NH:25][C:9]3([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:8]=2[CH:17]=1

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 8471TriethylamineHCID 80117N-(2-Benzoyl-4-chlorophenyl)-2-chloro-N-methylacetamide

Product 1

HCID 21409973HCID 21409973, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 6.4 g. (20 mmole) of 2-(2-chloro-N-methylacetamido)-5-chlorobenzophenone, 12.0 g. (0.2 mole) of ethylenediamine, 50 ml. of triethylamine and 250 ml. of ethanol was heated at reflux for 20 hours. The reaction mixture was concentrated to a residue which was partitioned between ether and water. The ether layer was washed with water, dried and concentrated to a small amount of liquid which was treated with a small amount of ethanol to give upon standing the above-titled product as colorless crystals, m.p. 164°-167°.

Workup

  1. temperatureat reflux for 20 hours
  2. concentrationThe reaction mixture was concentrated to a residue which
  3. customwas partitioned between ether and water
  4. washThe ether layer was washed with water
  5. customdried
  6. concentrationconcentrated to a small amount of liquid which
  7. additionwas treated with a small amount of ethanol
  8. customto give

Sources & evidence

ORD record
ord-de2947dfb17242d2aeb0e674ed23f8b3
Source dataset
uspto-grants-1976_12
Patent number
US03997591

Reaction notes

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