Ammonium Acetate → HCID 10427939, compound

HRID 263567Notes

Reaction equation

HRID 263567 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:23]=[CH:24][C:25]=1[O:26][CH3:27])[C:6]([O:8][CH2:9][C:10]([C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])[CH2:16][CH2:15]2)=O)=O.C([O-])(=O)C.[NH4+:32]>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6]2[O:8][CH:9]=[C:10]([C:12]3[CH:13]=[C:14]4[C:19](=[CH:20][CH:21]=3)[NH:18][C:17](=[O:22])[CH2:16][CH2:15]4)[N:32]=2)[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 10090473HCID 10090473, compound

Product 1

HCID 10427939HCID 10427939, compoundYield 6.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

In 25 ml of acetic acid was dissolved 2 g of 6-[2-(3,4-dimethoxybenzoyloxy)acetyl]-3,4-dihydro-carbostyril. Thereto was added 2 g of ammonium acetate. The mixture was stirred at 130° C. for 3 hours with heating. The solvent was removed by distillation. The residue was dissolved in ethanol. The solution was treated with active carbon, and then recrystallization was conducted to obtain 120 mg of 2-(3,4-dimethoxyphenyl)-4-(3,4-dihydrocarbostyril-6-yl)oxazole as light brown acicular crystals.

Workup

  1. temperaturewith heating
  2. customThe solvent was removed by distillation
  3. dissolutionThe residue was dissolved in ethanol
  4. additionThe solution was treated with active carbon
  5. customrecrystallization

Sources & evidence

ORD record
ord-f4772358cfe2401a91326ad9797746d3
Source dataset
uspto-grants-1997_07
Patent number
US05643932

Reaction notes

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