Carbon Dioxide → HCID 20402682, compound

HRID 1980266Notes

Reaction equation

HRID 1980266 reaction equation
C([O:4][CH:5]1[C:11](=[O:12])[NH:10][C:9]2=[CH:13][N:14]([CH3:17])[C:15]([CH3:16])=[C:8]2[C:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:6]1)(=O)C.[OH-].[Na+].C(=O)=O>C(O)C>[OH:4][CH:5]1[C:11](=[O:12])[NH:10][C:9]2=[CH:13][N:14]([CH3:17])[C:15]([CH3:16])=[C:8]2[C:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:6]1

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 14798Sodium HydroxideHCID 20402688HCID 20402688, compound

Product 1

HCID 20402682HCID 20402682, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
5 °C

Procedure

To a suspension of 3-acetoxy-1,7-dihydro-6,7-dimethyl-5-phenyl-pyrrolo[3,4-e][1,4]-diazepin-2(3H)-one (40 g) in ethanol (2000 ml), cooled to 5° C., 1N NaOH (128 ml) was added with stirring. After 10 minutes the reaction mixture was cooled to about 4° C. and allowed to stand at this temperature for one night. Then CO2 was gradually added to the solution to lower the pH to about 8. Ethanol was evaporated at the pump and the obtained residue was washed first with water and then with methanol, and crystallized from ethanol yielding 30 g of the compound of the title. M.p. 243° C. with decompostion.

Workup

  1. temperatureAfter 10 minutes the reaction mixture was cooled to about 4° C.
  2. waitto stand at this temperature for one night
  3. customEthanol was evaporated at the pump
  4. washthe obtained residue was washed first with water
  5. customwith methanol, and crystallized from ethanol yielding 30 g of the compound of the title

Sources & evidence

ORD record
ord-895ff1b72404463abe31fee6e1c33b25
Source dataset
uspto-grants-1985_04
Patent number
US04508730

Reaction notes

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