Acetic Acid → HCID 178426257, compound

HRID 1470225Notes

Reaction equation

HRID 1470225 reaction equation
[CH3:1][C:2]1[C:7]2=[N:8][CH:9]=[C:10]([C:13]3[N-:14][N:15]=[N:16][N:17]=3)[C:11](=[O:12])[N:6]2[CH:5]=[CH:4][CH:3]=1.[K+].C(O)(=O)C>O.C1COCC1>[CH3:1][C:2]1[C:7]2=[N:8][CH:9]=[C:10]([C:13]3[NH:14][N:15]=[N:16][N:17]=3)[C:11](=[O:12])[N:6]2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 176Acetic Acid3×HCID 443866Pemirolast potassium

Product 1

HCID 178426257HCID 178426257, compoundYield 55.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

The free acid was prepared from pemirolast potassium (15.8 g; Chemtronica AB) by dissolution in a mixture of water (100 mL) and THF (80 mL) at room temperature and acidification with acetic acid (1 eq.; 17.5 g; 20% aq.). Firstly, ca. 1 mL of acetic acid was added and the obtained thin slurry was equilibrated for about 30 minutes. Thereafter the rest of the acetic acid was added slowly. The resultant thick slurry was diluted with water (50 mL) and equilibrated for 2 hours and then filtered and washed with water. The resultant solid was dried at 40° C. and under reduced pressure for 5-10 hours to yield 7.5 g of sub-title compound.

Workup

  1. waitequilibrated for 2 hours
  2. filtrationfiltered
  3. washwashed with water
  4. customThe resultant solid was dried at 40° C. and under reduced pressure for 5-10 hours

Sources & evidence

ORD record
ord-f921b390e5bf453ead57fc367ec01415
Source dataset
uspto-grants-2015_04
Patent number
US09006431B2

Reaction notes

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