Hydrochloric Acid → HCID 10513496, compound

HRID 2210434Notes

Reaction equation

HRID 2210434 reaction equation
[CH:1]([NH:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[S:11]([NH2:14])(=[O:13])=[O:12])([CH3:3])[CH3:2].[CH2:15]=O.Cl>C(O)(C)C.C(OCC)(=O)C>[CH:1]([N:4]1[C:5]2[CH:10]=[CH:9][N:8]=[CH:7][C:6]=2[S:11](=[O:13])(=[O:12])[NH:14][CH2:15]1)([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10632459HCID 10632459, compound

Product 1

HCID 10513496HCID 10513496, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of 1 g of 4-isopropylaminopyridine-3- sulfonamide (Preparation 3) and 1 g of paraformaldehyde in 20 cm3 of isopropanol to which 10 drops of ethyl acetate saturated with gaseous HCl have been added is brought to reflux for 3 hours. After cooling, the crystalline precipitate is filtered and washed with isopropanol. The precipitate is dissolved in 150 cm3 of hot methanol. The possible insoluble material is filtered. The filtrate is concentrated to dryness and the residue is taken up in 30 cm3 of water. The aqueous suspension is adjusted to a pH of 7-7.5 (NaHCO3) and the precipitate corresponding to the title compound is filtered, washed with water and dried.

Workup

  1. additionhave been added
  2. temperatureto reflux for 3 hours
  3. temperatureAfter cooling
  4. filtrationthe crystalline precipitate is filtered
  5. washwashed with isopropanol
  6. dissolutionThe precipitate is dissolved in 150 cm3 of hot methanol
  7. filtrationThe possible insoluble material is filtered
  8. concentrationThe filtrate is concentrated to dryness
  9. filtrationthe precipitate corresponding to the title compound is filtered
  10. washwashed with water
  11. customdried

Sources & evidence

ORD record
ord-7a8afa0d1438446ba6d7884e93c5a6d7
Source dataset
uspto-grants-1995_10
Patent number
US05459138

Reaction notes

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