Formic Acid → 5-Chloro-1H-benzimidazole-6-sulfonamide

HRID 904842Notes

Reaction equation

HRID 904842 reaction equation
[NH2:1][C:2]1[CH:8]=[C:7]([Cl:9])[C:6]([S:10](=[O:13])(=[O:12])[NH2:11])=[CH:5][C:3]=1[NH2:4].[CH:14](O)=O>>[Cl:9][C:7]1[C:6]([S:10]([NH2:11])(=[O:12])=[O:13])=[CH:5][C:3]2[N:4]=[CH:14][NH:1][C:2]=2[CH:8]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 132896884,5-Diamino-2-chlorobenzene-1-sulfonamide

Product 1

HCID 1785146795-Chloro-1H-benzimidazole-6-sulfonamide

Conditions

Temperature
100 °C

Procedure

In a round bottomed flask equipped with a condenser 24.0 g of 2-amino-4-chloro-5-sulfamyl-aniline and 7.0 g of formic acid is refluxed at 100° C. for two hours. Concentrate under vacuum. Dissolve in hot methanol, stir, cool and filter off the solid wt.=11.0 gm. m.p. 243.8° C.

Workup

  1. concentrationConcentrate under vacuum
  2. dissolutionDissolve in hot methanol
  3. temperaturecool
  4. filtrationfilter off the solid wt.=11.0 gm

Sources & evidence

ORD record
ord-f761db9ba8894d10adeeb1e9b42b1252
Source dataset
uspto-grants-1983_12
Patent number
US04420487

Reaction notes

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