Sodium Bicarbonate → HCID 13131705, compound

HRID 443397Notes

Reaction equation

HRID 443397 reaction equation
C(=O)([O-])O.[Na+].[NH:6]([CH:13]1[C:18]2=[N:19][CH:20]=[C:21]([C:24]([OH:26])=[O:25])[C:22](=[O:23])[N:17]2[CH:16]([CH3:27])[CH2:15][CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>O>[NH:6]([C:13]1[C:18]2=[N:19][CH:20]=[C:21]([C:24]([OH:26])=[O:25])[C:22](=[O:23])[N:17]2[CH:16]([CH3:27])[CH2:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 13369414HCID 13369414, compound

Product 1

HCID 13131705HCID 13131705, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 0.4 g. of sodium hydrogen carbonate in 20 ml. of water 1.0 g. (3.34 mmoles) of 9-anilino-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid is added. The suspension is stirred at 80°-90° C., while air is bubbled through the mixture. The solids are dissolved and the solution is then stirred for half an hour and allowed to cool to room temperature. The pH-value is adjusted to 2 by the addition of a 5% by weight solution of hydrochloric acid. The precipitated crystals are filtered, washed with water and dried. 0.65 g. (65.5%) of 9-anilino-6-methyl-4-oxo-6,7-dihydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid is obtained. Melting point: 152°-154° C. After recrystallization from methanol the product melts at 172°-174° C. The substance when admixed with the product of Example 1 does not show melting point depression.

Workup

  1. customis bubbled through the mixture
  2. dissolutionThe solids are dissolved
  3. stirringthe solution is then stirred for half an hour
  4. additionThe pH-value is adjusted to 2 by the addition of a 5% by weight solution of hydrochloric acid
  5. filtrationThe precipitated crystals are filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-ba9c302a501840e08389f1fc11c7251a
Source dataset
uspto-grants-1981_04
Patent number
US04260612

Reaction notes

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