Hydrogen Bromide → HCID 20329327, compound

HRID 261225Notes

Reaction equation

HRID 261225 reaction equation
C(OC([NH:11][CH2:12][C:13]1[N:17]2[C:18]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:19]=3[N:20]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:21](=[O:23])[CH2:22][C:16]2=[N:15][N:14]=1)=O)C1C=CC=CC=1.Br>C(O)(=O)C>[NH2:11][CH2:12][C:13]1[N:17]2[C:18]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:19]=3[N:20]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:21](=[O:23])[CH2:22][C:16]2=[N:15][N:14]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 20329305HCID 20329305, compound

Product 1

HCID 20329327HCID 20329327, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4.5 g of 1-[[(benzyloxycarbonyl)amino]-methyl]8-chloro-6-phenyl-4H-s-triazolo[4,3-a][1,5]benzodiazepin-5-one in 60 ml acetic acid saturated with hydrogen bromide is stirred at 20° for 1 hour. The reaction mixture is concentrated to one-half its original volume in vacuo and diluted with ether. The precipitate is filtered off, suspended in methylene chloride and shaken with excess 2 N aqueous sodium bicarbonate. The organic phase is separated, washed with water, dried and evaporated to give the title compound.

Workup

  1. concentrationThe reaction mixture is concentrated to one-half its original volume in vacuo
  2. additiondiluted with ether
  3. filtrationThe precipitate is filtered off
  4. customThe organic phase is separated
  5. washwashed with water
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-10271b4b07d444349a435533e72208d1
Source dataset
uspto-grants-1979_08
Patent number
US04164580

Reaction notes

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