Potassium Carbonate → HCID 22160502, compound

HRID 980821Notes

Reaction equation

HRID 980821 reaction equation
[C:1]([OH:4])(=[S:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH:12]([CH3:30])[C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:23]([CH3:29])[CH2:24][C:25](=[O:28])[NH:26][N:27]=2)=[CH:18][CH:17]=1)=[O:14].[K+].[Br-]>O.CN(C)C=O>[C:1]([S:3][CH:12]([CH3:30])[C:13]([NH:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[CH:23]([CH3:29])[CH2:24][C:25](=[O:28])[NH:26][N:27]=2)=[CH:20][CH:21]=1)=[O:14])(=[O:4])[CH3:2]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 253877Potassium BromideHCID 22160509HCID 22160509, compoundHCID 178418634HCID 178418634, compound

Product 1

HCID 22160502HCID 22160502, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To 20 ml of N,N-dimethylformamide were added 0.54 g of thioacetic acid, 0.98 g of anhydrous potassium carbonate and then 2.0 g of 6-[4-(α-bromopropionylamino)-phenyl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone, and the mixture was reacted for 2 hours at room temperature. The mixture was further reacted for 1 hour after the addition of 2 ml of water. Insoluble matters were removed from the mixture by filtration and the filtrate was concentrated under reduced pressure to obtain a crude end product which was then purified by column chromatography on silica gel (solvent: benzene, acetic acid and methanol in a ratio of 10:3:0.6) whereby 1.8 g of the purified end product was obtained. Amorphous powder. IR-absorption spectra (KBr tablets, cm-1): 3275, 1680, 1540, 1350, 1040 and 840.

Workup

  1. customThe mixture was further reacted for 1 hour
  2. customInsoluble matters were removed from the mixture by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto obtain a crude end product which
  5. customwas then purified by column chromatography on silica gel (solvent
  6. custombenzene, acetic acid and methanol in a ratio of 10:3:0.6) whereby 1.8 g of the purified end product was obtained

Sources & evidence

ORD record
ord-b2249003dc3441c8bcb69377a6000516
Source dataset
uspto-grants-1987_01
Patent number
US04639451

Reaction notes

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