Hydrochloric Acid → HCID 22903570, compound

HRID 1488965Notes

Reaction equation

HRID 1488965 reaction equation
[CH3:1][N:2]([CH3:23])[S:3]([C:6]1[CH:12]=[C:11]([N+:13]([O-])=O)[C:9]([NH2:10])=[CH:8][C:7]=1[N:16]1[CH:21]=[CH:20][C:19](=[O:22])[CH:18]=[CH:17]1)(=[O:5])=[O:4].O.Cl>[Fe].C(O)C>[CH3:1][N:2]([CH3:23])[S:3]([C:6]1[C:7]([N:16]2[CH:17]=[CH:18][C:19](=[O:22])[CH:20]=[CH:21]2)=[CH:8][C:9]([NH2:10])=[C:11]([NH2:13])[CH:12]=1)(=[O:5])=[O:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 22903585HCID 22903585, compound

Product 1

HCID 22903570HCID 22903570, compoundYield 95.1%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

First, a mixture containing 1.50 g of 4-dimethylsulfamoyl-3-(4-oxo-4H-pyridin-1-yl)-6-nitroaniline, 1.49 g of iron powder, 9 ml of water, 36 ml of ethanol, and 0.45 ml of 2N hydrochloric acid was refluxed by heating in an oil bath for 45 minutes. The subsequent processes were conducted in the same way as in Reference Example 3 to give crude crystals. The crude crystals were recrystallized with methanol/isopropanol to give 1.30 g of crystals of 4-dimethylsulfamoyl-5-(4-oxo-4H-pyridin-1-yl)-1,2-phenylenediamine.

Workup

  1. temperaturewas refluxed
  2. temperatureby heating in an oil bath for 45 minutes
  3. customto give crude crystals
  4. customThe crude crystals were recrystallized with methanol/isopropanol

Sources & evidence

ORD record
ord-e367e72530c04f70b18d2ced77cb1abf
Source dataset
uspto-grants-1997_10
Patent number
US05677305

Reaction notes

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