Hydrochloric Acid → Piroxicam

HRID 2119207Notes

Reaction equation

HRID 2119207 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([C:10]1[N:11]([CH3:31])[S:12](=[O:30])(=[O:29])[C:13]2[CH:28]=[CH:27][CH:26]=[CH:25][C:14]=2[C:15]=1S(C1C=CC=CC=1)(=O)=O)=[O:9].Cl.[OH2:33]>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([C:10]1[N:11]([CH3:31])[S:12](=[O:30])(=[O:29])[C:13]2[CH:28]=[CH:27][CH:26]=[CH:25][C:14]=2[C:15]=1[OH:33])=[O:9]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 20191277N-(2-pyridyl)-4-(benzenesulfonyl)-2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

Product 1

HCID 54676228PiroxicamYield 91.1%

Procedure

2.36 g (0.005 mole) N-(2-pyridyl)-4-(benzenesulfonyl)-2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide was dissolved in 50 ml water containing 1.0 g sodium hydroxide. After it was completely hydrolysed, the solution was neutralized with conc-hydrochloric acid to form precipitates. The obtained precipitates were filtered and recrystalized with methanol and N,N-dimethyl formamide and n-hexane to obtain 1.51 g of the title compound. Yield: 91%. m.p. 198°-201° C.

Workup

  1. customto form
  2. customprecipitates
  3. customThe obtained precipitates
  4. filtrationwere filtered
  5. customrecrystalized with methanol and N,N-dimethyl formamide and n-hexane

Sources & evidence

ORD record
ord-1d8efa7a545c4c78b7898d511542fc00
Source dataset
uspto-grants-1987_07
Patent number
US04683306

Reaction notes

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