Hydrochloric Acid → HCID 10658688, compound

HRID 2210437Notes

Reaction equation

HRID 2210437 reaction equation
[CH2:1]([NH:6][S:7]([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][C:15]=1[NH2:16])(=[O:9])=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5].[CH2:17]=O.Cl>C(O)(C)C.C(OCC)(=O)C>[CH2:1]([N:6]1[CH2:17][NH:16][C:15]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[S:7]1(=[O:9])=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10490438HCID 10490438, compound

Product 1

HCID 10658688HCID 10658688, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of 0.5 g of N-pentyl-4-aminopyridine-3- sulfonamide (Preparation 9) and 0.5 g of paraformaldehyde in 15 cm3 of isopropanol to which 50 drops of ethyl acetate saturated with gaseous HCl have been added is brought to reflux for 48 hours. After this lapse of time, the solvent is removed under partial vacuum. The residue is suspended in 20 cm3 of 0.1N NaOH. After stirring for 1 hour at ambient temperature, the insoluble material is collected on a filter, washed with water and recrystallized twice from a methanol/water (1/2) mixture and then once from CHCl3 /petroleum ether (40°-60° C.) (1/1).

Workup

  1. additionhave been added
  2. temperatureto reflux for 48 hours
  3. customAfter this lapse of time, the solvent is removed under partial vacuum
  4. customthe insoluble material is collected on a filter
  5. washwashed with water
  6. customrecrystallized twice from a methanol/water (1/2) mixture
  7. customonce from CHCl3 /petroleum ether (40°-60° C.) (1/1)

Sources & evidence

ORD record
ord-c82eaa5d460d402ab688450efd8ffe0c
Source dataset
uspto-grants-1995_10
Patent number
US05459138

Reaction notes

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