Sodium Carbonate → HCID 67900548, compound

HRID 2372947Notes

Reaction equation

HRID 2372947 reaction equation
[OH:1][CH2:2][CH2:3][S:4]([C:7]1[C:8]([N+:16]([O-])=O)=[C:9]([CH:13]=[CH:14][CH:15]=1)[C:10]([OH:12])=[O:11])(=[O:6])=[O:5].C(=O)([O-])[O-].[Na+].[Na+]>[Fe].O>[C:10]([OH:12])(=[O:11])[CH3:9].[OH:1][CH2:2][CH2:3][S:4]([C:7]1[CH:15]=[CH:14][CH:13]=[C:9]([C:10]([OH:12])=[O:11])[C:8]=1[NH2:16])(=[O:6])=[O:5]

Participants

5

Reactant 2

HCID 10340Sodium CarbonateHCID 14439119HCID 14439119, compound

Product 1

HCID 67900548HCID 67900548, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

75 parts of 3-hydroxyethylsulfonyl-2-nitrobenzoic acid are added at a steady rate over a period of 30 minutes with stirring to a mixture of 40 parts of iron powder and 200 parts of water heated to 80° to 85° C., and the reaction temperature of the mixture is maintained at 80° to 85° C. during the addition. After the addition is completed, the mixture is stirred for 30 minutes, brought to a pH of 8.5 with aqueous sodium carbonate solution and is clarified while hot by filtering off precipitated iron hydroxide. The filter residue is washed twice with a small amount of hot water. The combined filtrates are then acidified with 25 parts of glacial acetic acid, concentrated in vacuo to 150 parts by volume and subsequently cooled to 0° to 5° C. with stirring. The slightly brownish precipitate is isolated on a nutsche filter, washed with a small amount of icewater and dried at 60° C. in vacuo. This gives 78 parts of 3-hydroxyethylsulfonylanthranilic acid acetate of the formula ##STR15## of melting point 286° to 289° C. and a purity (by diazotization) of 99.5%.

Workup

  1. temperatureheated to 80° to 85° C.
  2. temperaturethe reaction temperature of the mixture is maintained at 80° to 85° C. during the addition
  3. additionAfter the addition
  4. filtrationby filtering off
  5. customprecipitated iron hydroxide
  6. washThe filter residue is washed twice with a small amount of hot water
  7. concentrationconcentrated in vacuo to 150 parts by volume
  8. temperaturesubsequently cooled to 0° to 5° C.
  9. stirringwith stirring
  10. customThe slightly brownish precipitate is isolated on a nutsche
  11. filtrationfilter
  12. washwashed with a small amount of icewater
  13. customdried at 60° C. in vacuo

Sources & evidence

ORD record
ord-6a68aebd1ce44f24aaf2537c04a78719
Source dataset
uspto-grants-1992_03
Patent number
US05101069

Reaction notes

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