Sodium Carbonate → HCID 178488969, compound

HRID 1722019Notes

Reaction equation

HRID 1722019 reaction equation
[C:1]([C:4]1[N:5]=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[NH:7][CH:8]=1)(=O)[NH2:2].C([O-])([O-])=O.[Na+].[Na+]>>[C:1]([C:4]1[N:5]=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[NH:7][CH:8]=1)#[N:2]

Participants

3

Reactant 2

HCID 10340Sodium CarbonateHCID 178488972HCID 178488972, compound

Product 1

HCID 178488969HCID 178488969, compoundYield 71.7%

Procedure

A mixture of 64 (7.6 g, 0.035 mol) and POC13 (100 ml) was heated at reflux for 5.5 hours. After stirring at room temperature overnight, the suspension was poured into saturated Na2CO3 and the mixture extracted with 20% CH3OH--CHCl3 (3 X). The organic extracts were washed with saturated NaCl, dried, filtered and concentrated to dryness. The residue was chromatographed on silica gel and the product eluted with 5% CH3OH--CHCl3 to yield 5.0 g (71%) of 65; m.p. 219°-20° C. (CH3CN). Analysis calculated for C11H9N3O.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 5.5 hours
  3. extractionthe mixture extracted with 20% CH3OH
  4. washThe organic extracts were washed with saturated NaCl
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated to dryness
  8. customThe residue was chromatographed on silica gel
  9. washthe product eluted with 5% CH3OH

Sources & evidence

ORD record
ord-95e15846bb3349168ac4b80e3b7b253a
Source dataset
uspto-grants-1989_08
Patent number
US04853383

Reaction notes

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