Hydrochloric Acid → HCID 23046774, compound

HRID 1639001Notes

Reaction equation

HRID 1639001 reaction equation
C([N:9]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:12][CH2:11][N:10]1C(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[ClH:30].O>C(O)CCC>[ClH:30].[ClH:30].[C:16]1([N:13]2[CH2:14][CH2:15][NH:9][NH:10][CH2:11][CH2:12]2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 962Water2×HCID 14390908HCID 14390908, compound

Product 1

HCID 23046774HCID 23046774, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent2×

Procedure

A mixture of 1,2-dibenzoylhexahydro-5-phenyl-1H-1,2,5-triazepine (101.3 g), n-butanol (450 ml), 12N hydrochloric acid (915 ml) and water (915 ml) was mechanically stirred and heated under reflux on a steam bath overnight. Additional 12N hydrochloric acid (400 ml) and water (400 ml) were added and stirring and heating under reflux on a steam bath were continued for three days. n-Butanol (150 ml) was added and stirring and heating under reflux on a steam bath were continued for a further three days. After this time (7 days) the solid had dissolved. The mixture was extracted twice with ether and the aqueous solution was evaporated to smaller volume. Coevaporation with ethanol and concentrated hydrochloric acid caused crystallization of the titled product; wt. 57.5 g (66%), mp=211°-218°.

Workup

  1. temperatureheated
  2. temperatureunder reflux on a steam bath overnight
  3. stirringstirring
  4. temperatureheating
  5. temperatureunder reflux on a steam bath
  6. stirringstirring
  7. temperatureheating
  8. temperatureunder reflux on a steam bath
  9. waitwere continued for a further three days
  10. dissolutionAfter this time (7 days) the solid had dissolved
  11. extractionThe mixture was extracted twice with ether
  12. customthe aqueous solution was evaporated to smaller volume
  13. customcrystallization of the titled product

Sources & evidence

ORD record
ord-1c8c215f2ca64a1c9d6366bfd03012b9
Source dataset
uspto-grants-1989_11
Patent number
US04882323

Reaction notes

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