Acetic Acid → HCID 178426257, compound

HRID 1470226Notes

Reaction equation

HRID 1470226 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 Acid2×HCID 443866Pemirolast potassium

Product 1

HCID 178426257HCID 178426257, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

Pemirolast potassium (190 g; 0.71 mol; Chemtronica AB) was dissolved in a mixture of water (2,500 mL) and THF (1,400 mL) with stirring for 1 h at room temperature. The mixture was then clear-filtered, and acetic acid (43 g, 0.72 mol) in water (400 mL) was added in 2 portions. Firstly, approximately 50 mL of the mixture was added and the resultant slurry stirred for 30 minutes. Then, the rest of the acetic acid solution was added slowly. The resultant slurry was equilibrated over 2 hours, filtered and washed with water. The sub-title compound was air-dried overnight and then dried in a vacuum oven at 40° C. for 24 hours. The yield was 164 g (white solid, hard clumps).

Workup

  1. filtrationThe mixture was then clear-filtered
  2. stirringthe resultant slurry stirred for 30 minutes
  3. waitThe resultant slurry was equilibrated over 2 hours
  4. filtrationfiltered
  5. washwashed with water
  6. dry with materialThe sub-title compound was air-dried overnight
  7. customdried in a vacuum oven at 40° C. for 24 hours

Sources & evidence

ORD record
ord-cacbae007d554692bc90763df8954233
Source dataset
uspto-grants-2015_04
Patent number
US09006431B2

Reaction notes

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