Acetone → HCID 10753826, compound

HRID 654065Notes

Reaction equation

HRID 654065 reaction equation
O[CH:2]1[NH:8][C:7](=[O:9])[C:6]2[S:10][CH:11]=[CH:12][C:5]=2[N:4]2[CH:13]=[CH:14][CH:15]=[C:3]12.[CH3:16][C:17]([CH3:19])=[O:18]>[OH-].[Na+]>[CH2:16]([CH:2]1[NH:8][C:7](=[O:9])[C:6]2[S:10][CH:11]=[CH:12][C:5]=2[N:4]2[CH:13]=[CH:14][CH:15]=[C:3]12)[C:17]([CH3:19])=[O:18]

Participants

4

Reactant 2

HCID 180AcetoneHCID 98592896-hydroxy-5,6-dihydro-4-oxo-4H-pyrrolo[1,2-a]thieno[2,3-f][1,4]diazepine

Product 1

HCID 10753826HCID 10753826, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

1 g (0.0045 mol) of 6-hydroxy-5,6-dihydro-4-oxo -4H-pyrrol-o[1,2-a]thieno[2,3-f][1,4]diazepine is added in a single portion to an emulsion of 20 ml of acetone in 10 ml of 10N sodium hydroxide, and the reaction mixture is stirred vigorously at room temperature for 3 hours. The acetone is then removed under vacuum and 100 ml of water are poured onto the liquid residue. The yellow precipitate obtained is drained, washed with water and recrystallized. 0.7 g of 6-acetonyl-5,6-dihydro-4-oxo-4H -pyrrolo[1,2-a]thieno[2,3-f][1,4]diazepine is obtained in the form of white crystals, melting point 268° C. (isopropanol).

Workup

  1. customThe acetone is then removed under vacuum and 100 ml of water
  2. additionare poured onto the liquid residue
  3. customThe yellow precipitate obtained
  4. washwashed with water
  5. customrecrystallized

Sources & evidence

ORD record
ord-73da9c36f8264e59a70993c0e49783d9
Source dataset
uspto-grants-1992_07
Patent number
US05130301

Reaction notes

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