Benzophenone → HCID 20459486, compound

HRID 544123Notes

Reaction equation

HRID 544123 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:15][CH2:16][CH:17]([NH2:19])[CH3:18].[C:20]1([CH3:30])[CH:25]=[CH:24][C:23](S(O)(=O)=O)=[CH:22][CH:21]=1>>[C:2]1([C:1]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:15][CH2:16][CH:17]([N:19]=[C:30]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH3:18])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 3102BenzophenoneHCID 6101p-Toluenesulfonic acidHCID 6567Propylenediamine

Product 1

HCID 20459486HCID 20459486, compound

Conditions

Temperature
80 °C

Procedure

255.1 g of benzophenone, 298 ml of 1,2-diaminopropane and 0.2 g of p-toluenesulphonic acid are mixed and heated for 30 minutes under reflux. Approximately 250 ml are then distilled off, the remainder is allowed to cool to approximately 80° C. and approximately 350 ml of 2-ethoxyethanol (ethylene glycol monoethyl ether) are added, followed, while stirring, by 70 ml of water and the whole is allowed to crystallise in an ice bath. N,N'-bis-(diphenylmethylene)-1,2-propylenediamine is obtained which can be purified by recrystallisation from ethanol (approximately 180 ml) and should be dried thoroughly before further reaction.

Workup

  1. temperatureheated for 30 minutes
  2. temperatureunder reflux
  3. distillationApproximately 250 ml are then distilled off
  4. additionapproximately 350 ml of 2-ethoxyethanol (ethylene glycol monoethyl ether) are added
  5. customto crystallise in an ice bath

Sources & evidence

ORD record
ord-a9f88b77acc540d5ac8c60d5f814389c
Source dataset
uspto-grants-1984_05
Patent number
US04448776

Reaction notes

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