Sodium Carbonate → HCID 13770450, compound

HRID 236322Notes

Reaction equation

HRID 236322 reaction equation
[CH:1]1[N:5]2[C:6]3[C:11]([CH:12]=[CH:13][C:4]2=[N:3][C:2]=1[CH:14]=[N:15]O)=[CH:10][CH:9]=[CH:8][CH:7]=3.C(=O)([O-])[O-].[Na+].[Na+]>C(OC(=O)C)(=O)C>[CH:1]1[N:5]2[C:6]3[C:11]([CH:12]=[CH:13][C:4]2=[N:3][C:2]=1[C:14]#[N:15])=[CH:10][CH:9]=[CH:8][CH:7]=3

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 85999897HCID 85999897, compound

Product 1

HCID 13770450HCID 13770450, compoundYield 71.1%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 2.0 g of the product of Step A in 20 ml of acetic anhydride was stirred at reflux for 3 hours and was cooled to room temperature overnight. The mixture was poured into a saturated sodium carbonate solution and the resulting mixture was extracted with chloroform. The organic phase was washed with sodium carbonate solution and with water, dried over magnesium sulfate and evaporated to dryness under reduced pressure. The residue was triturated with ether and was filtered to obtain 1.3 g of imidazo-[1,2-a]-quinoline-2-carbonitrile in the form of pale yellow crystals melting at 244°-246° C. after crystallization from a chloroform-ether mixture.

Workup

  1. temperatureat reflux for 3 hours
  2. extractionthe resulting mixture was extracted with chloroform
  3. washThe organic phase was washed with sodium carbonate solution and with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness under reduced pressure
  6. customThe residue was triturated with ether
  7. filtrationwas filtered

Sources & evidence

ORD record
ord-b826c8a45bdb408396a4c3b3221b7f92
Source dataset
uspto-grants-1987_02
Patent number
US04644002

Reaction notes

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