Sodium Hydroxide → HCID 54249109, compound

HRID 1378238Notes

Reaction equation

HRID 1378238 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]([O:17]CC)=[O:16])=[C:10]3[C@@H:9]3[CH2:20][CH2:21][N:8]3[C:7](=[O:22])[C:6]=2[CH:23]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][C:14]([C:15]([OH:17])=[O:16])=[C:10]3[C@@H:9]3[CH2:20][CH2:21][N:8]3[C:7](=[O:22])[C:6]=2[CH:23]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54275151HCID 54275151, compound

Product 1

HCID 54249109HCID 54249109, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

20.8 g (62.8 mmol) of ethyl (S)-7-chloro-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxylate in 250 ml of ethanol and 75 ml (75 mmol) of 1N sodium hydroxide solution were heated to reflux for 30 min. The alcohol was evaporated on a rotary evaporator. The residue was dissolved in 250 ml of water and acidified with 1N hydrochloric acid. The crystals were filtered off under suction, washed with water and dried in a vacuum. There were obtained 18.2 g (96%) of (S)-7-chloro-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxylic acid of m.p. 249°-250° (dec.).

Workup

  1. temperatureto reflux for 30 min
  2. customThe alcohol was evaporated on a rotary evaporator
  3. dissolutionThe residue was dissolved in 250 ml of water
  4. filtrationThe crystals were filtered off under suction
  5. washwashed with water
  6. customdried in a vacuum

Sources & evidence

ORD record
ord-d078ecd2b91241dfb65e14568c4e488e
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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