Dimethylformamide dimethyl acetal → HCID 136000308, compound

HRID 1378932Notes

Reaction equation

HRID 1378932 reaction equation
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[OH:9][C:10]1[C:11]2[C:15]([CH:16]=[CH:17][CH:18]=1)=[N:14][N:13]([CH3:19])[C:12]=2[S:20]([NH2:23])(=[O:22])=[O:21]>C(#N)C>[CH3:6][N:4]([CH3:5])[CH:3]=[N:23][S:20]([C:12]1[N:13]([CH3:19])[N:14]=[C:15]2[C:11]=1[C:10]([OH:9])=[CH:18][CH:17]=[CH:16]2)(=[O:21])=[O:22]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 135829371HCID 135829371, compound

Product 1

HCID 136000308HCID 136000308, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

21.3 g (174 mmol) of dimethylformamide dimethylacetal was dropwise added to a solution containing 33 g (145 mmol) of 4-hydroxy-2-methyl-2H-indazole-3-sulfonamide in 200 ml of acetonitrile, at room temperature. The mixture was stirred for one hour, then poured into ice water and extracted with ethyl acetate. The organic layer was washed with water, then concentrated and purified by column chromatography to obtain 35.2 g (yield: 86.3%) of the desired product. Melting point: 118°-119° C.

Workup

  1. customat room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. concentrationconcentrated
  5. custompurified by column chromatography

Sources & evidence

ORD record
ord-2117faa0648b4e4da70bf5e77d15a053
Source dataset
uspto-grants-1997_09
Patent number
US05670452

Reaction notes

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