Dimethyl Sulfoxide → HCID 19972830, compound

HRID 1451786Notes

Reaction equation

HRID 1451786 reaction equation
Br.C(O)(=O)C.CS(C)=O.[C:10]([NH:15][CH2:16][CH:17]1[CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:26]3[CH2:27][CH2:28][C:29](=[O:32])[NH:30][N:31]=3)[CH:23]=2)[CH2:18]1)(=[O:14])[CH2:11][CH2:12][CH3:13].C(OC(C)C)(C)C>C(O)(=O)C>[C:10]([NH:15][CH2:16][CH:17]1[CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:26]3[CH:27]=[CH:28][C:29](=[O:32])[NH:30][N:31]=3)[CH:23]=2)[CH2:18]1)(=[O:14])[CH2:11][CH2:12][CH3:13]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 7914Diisopropyl EtherHCID 19972832HCID 19972832, compoundHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 19972830HCID 19972830, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

25 ml of 30% hydrogen bromide-acetic acid and 1 ml of dimethyl sulfoxide were added to 20 ml of a suspension containing 3.13 g of 2-(butyrylamino)methyl-5-[4,5-di-hydropyridazin-3(2H)-on-6-yl]indane suspended in acetic acid. The mixture was stirred at room temperature for 3 hours. Diisopropyl ether was added to the mixture, and crystals precipitated were collected by filtration, washed with water, dried and then recrystallized from methanol to obtain 2.80 g of 2-(butyrylamino)methyl-5-[pyridazin-3(2H)-on-6-yl]indane.

Workup

  1. customprecipitated
  2. filtrationwere collected by filtration
  3. washwashed with water
  4. customdried
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-61d8ca9fc93f46cd949788834b9b055b
Source dataset
uspto-grants-1997_02
Patent number
US05605901

Reaction notes

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