Hydrochloric Acid → 5H-Pyrido(2,3-b)(1,5)benzodiazepin-5-one, 6,11-dihydro-11-methyl-

HRID 1898870Notes

Reaction equation

HRID 1898870 reaction equation
C([N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]([CH3:20])[C:12]2[N:21]=[CH:22][CH:23]=[CH:24][C:11]=2[C:10]1=[O:25])(=O)C1C=CC=CC=1.Cl>C(O)C>[CH3:20][N:13]1[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH:9][C:10](=[O:25])[C:11]2[CH:24]=[CH:23][CH:22]=[N:21][C:12]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23372616HCID 23372616, compound

Product 1

HCID 4532425H-Pyrido(2,3-b)(1,5)benzodiazepin-5-one, 6,11-dihydro-11-methyl-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 9.4 g (0.0285 mol) of the product obtained in step b, 150 ml ethanol and 5 ml concentrated aqueous hydrochloric acid was refluxed for five hours while stirring. The clear yellowish solution that had been formed was set aside overnight. The resulting precipitate was collected by filtration and thoroughly washed with diluted aqueous ammonia. The product was dried overnight in a stream of nitrogen at room temperature and thereafter was recrystallized from n-propanol. The colorless product had a m.p. of 235°-237° C. and was identified as 6,11-dihydro-11-methyl-5H-pyrido-[2,3-b][1,5]benzodiazepin-5-one. The yield was 3.3 g (51% of theory).

Workup

  1. temperaturewas refluxed for five hours
  2. customThe clear yellowish solution that had been formed
  3. filtrationThe resulting precipitate was collected by filtration
  4. washthoroughly washed with diluted aqueous ammonia
  5. customThe product was dried overnight in a stream of nitrogen at room temperature
  6. customwas recrystallized from n-propanol

Sources & evidence

ORD record
ord-4c31e871222f4032a54af35a52ccfe0d
Source dataset
uspto-grants-1996_11
Patent number
US05571809

Reaction notes

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