Sodium Carbonate → HCID 15222897, compound

HRID 1742587Notes

Reaction equation

HRID 1742587 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]2[C:9](=[O:23])[N:10]3[N:18]=[C:17]([C:19]([O:21]C)=[O:20])[CH:16]=[CH:15][C:11]3=[N:12][C:13]=2[CH:14]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[Na+].[Na+]>C1COCC1.C(O)C.O>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]2[C:9](=[O:23])[N:10]3[N:18]=[C:17]([C:19]([OH:21])=[O:20])[CH:16]=[CH:15][C:11]3=[N:12][C:13]=2[CH:14]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 10340Sodium Carbonate2×HCID 19006957HCID 19006957, compound

Product 1

HCID 15222897HCID 15222897, compound

Reagents, catalysts & solvents 1

HCID 18504229Ethanol tetrahydrofuran waterSolvent

Procedure

A mixture of methyl 7-acetylamino-10-oxo-10H-pyridazino [6, 1-b]-quinazoline-2-carboxylate (0.38 g, 1.22 mmol, Example 4, Step B) and 0.5M sodium carbonate solution (6.0 mL, 3.0 mmol), Example 4, Step B) and 0.5M sodium carbonate solution (6.0 mL, 3.0 mmol) in 100 mL of THF:ethanol:water (1:1:2) was gently refluxed for 3 h. The resultant solution was filtered through a pad of Celite, concentrated, redissolved into water, acidified to a pH~ 1.5-2.0 with 10% hydrochloric acid and cooled. Solid formed, the mixture was filtered and washed with water, acetone and diethyl ether to give the titled compound as a dark yellow solid, mp 272°-275° C. dec

Workup

  1. temperaturewas gently refluxed for 3 h
  2. filtrationThe resultant solution was filtered through a pad of Celite
  3. concentrationconcentrated
  4. dissolutionredissolved into water
  5. temperaturecooled
  6. customSolid formed
  7. filtrationthe mixture was filtered
  8. washwashed with water, acetone and diethyl ether

Sources & evidence

ORD record
ord-ae0738b18de448deadf206a9c0d7b116
Source dataset
uspto-grants-1994_08
Patent number
US05340808

Reaction notes

Loading…