Hydrochloric Acid → 2,3-DIHYDRO-4H-PYRIDO[3,2-e] [1,2,4]THIADIAZINE 1,1-DIOXIDE

HRID 2210433Notes

Reaction equation

HRID 2210433 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.[CH2:12]=O.Cl>C(O)(C)C.C(OCC)(=O)C>[S:8]1(=[O:10])(=[O:9])[C:3]2[N:4]=[CH:5][CH:6]=[CH:7][C:2]=2[NH:1][CH2:12][NH:11]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 149437023-Aminopyridine-2-sulfonamide

Product 1

HCID 108213802,3-DIHYDRO-4H-PYRIDO[3,2-e] [1,2,4]THIADIAZINE 1,1-DIOXIDE

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of 1 g of 3-aminopyridine-2-sulfonamide (Preparation 1) and 0.23 g of paraformaldehyde (1.3 eq.) 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, the crystalline precipitate of the title compound is collected on a filter and washed with isopropanol. The product is recrystallized from hot water.

Workup

  1. additionhave been added
  2. temperatureto reflux for 1 to 2 hours
  3. temperatureAfter cooling
  4. customthe crystalline precipitate of the title compound is collected on
  5. filtrationa filter
  6. washwashed with isopropanol
  7. customThe product is recrystallized from hot water

Sources & evidence

ORD record
ord-8c020f08879e406289981aedab0ad706
Source dataset
uspto-grants-1995_10
Patent number
US05459138

Reaction notes

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