Acetaldehyde → HCID 10679495, compound

HRID 2210438Notes

Reaction equation

HRID 2210438 reaction equation
[NH2:1][C:2]1[C:3]([S:8]([NH2:11])(=[O:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[CH:12](=O)[CH3:13].Cl>C(O)(C)C.C(OCC)(=O)C>[CH3:12][CH:13]1[NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[N:4][C:3]=2[S:8](=[O:10])(=[O:9])[NH:11]1

Participants

6

Reactant 3

HCID 177AcetaldehydeHCID 313Hydrochloric AcidHCID 149437023-Aminopyridine-2-sulfonamide

Product 1

HCID 10679495HCID 10679495, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of 1 g of 3-aminopyridine-2-sulfonamide (Preparation 1) and 0.28 g of acetaldehyde in 10 cm3 of isopropanol to which 10 drops of ethyl acetate saturated with gaseous HCl have been added is brought to reflux for 1 to 2 hours. After cooling, a crystalline precipitate of the title compound is collected on a filter and washed with isopropanol. The 3-methyl-2,3-dihydro-4H-pyrido[3,2- e] [1,2,4]thiadiazine 1,1-dioxide is recrystallized from a CH3OH/H2O (1/4) mixture.

Workup

  1. additionhave been added
  2. temperatureto reflux for 1 to 2 hours
  3. temperatureAfter cooling
  4. customa crystalline precipitate of the title compound is collected on
  5. filtrationa filter
  6. washwashed with isopropanol
  7. customThe 3-methyl-2,3-dihydro-4H-pyrido[3,2- e] [1,2,4]thiadiazine 1,1-dioxide is recrystallized from a CH3OH/H2O (1/4) mixture

Sources & evidence

ORD record
ord-fdcdcd1a12394d56a7e0a5572c0aa8fa
Source dataset
uspto-grants-1995_10
Patent number
US05459138

Reaction notes

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