Citric Acid → HCID 19083176, compound

HRID 1378926Notes

Reaction equation

HRID 1378926 reaction equation
F[C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([S:12]([NH2:15])(=[O:14])=[O:13])=[N:5][N:6]2[CH3:11].C[O-].[Na+].CO.C(O)(=O)C[C:23](CC(O)=O)(C(O)=O)[OH:24]>CS(C)=O>[CH3:23][O:24][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([S:12]([NH2:15])(=[O:14])=[O:13])=[N:5][N:6]2[CH3:11]

Participants

6

Reactant 4

HCID 311Citric AcidHCID 887MethanolHCID 10942334Sodium MethoxideHCID 19083148HCID 19083148, compound

Product 1

HCID 19083176HCID 19083176, compoundYield 60.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
130 °C

Procedure

A solution containing 5 g (21.8 mmol) of 4-fluoro-1-methyl-1H-indazole-3-sulfonamide and 12.6 g of sodium methoxide (a 28% methanol solution) (65 mmol) in DMSO (50 ml), was stirred at 130° C. for one hour. After confirming the disappearance of the starting material by thin layer chromatography (TLC), the mixture was poured into ice water and acidified with citric acid. Formed crystals were collected by filtration and washed with water and IPE to obtain 3.2 g (yield: 60.9%) of the desired product. Melting point: 268°-270° C.

Workup

  1. customFormed crystals
  2. filtrationwere collected by filtration
  3. washwashed with water and IPE

Sources & evidence

ORD record
ord-29fbba80fe404341b7b68f0f7bc26a1f
Source dataset
uspto-grants-1997_09
Patent number
US05670452

Reaction notes

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