Hydrochloric Acid → HCID 19858129, compound

HRID 2073228Notes

Reaction equation

HRID 2073228 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([NH:8][N:9]2[C:13]3[CH:14]=[CH:15][C:16]([C:18]([O:20]C)=[O:19])=[CH:17][C:12]=3[NH:11][C:10]2=[S:22])=[O:7])=[CH:4][C:3]=1[S:25](=[O:28])(=[O:27])[NH2:26].Cl>[OH-].[Na+]>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([NH:8][N:9]2[C:13]3[CH:14]=[CH:15][C:16]([C:18]([OH:20])=[O:19])=[CH:17][C:12]=3[NH:11][C:10]2=[S:22])=[O:7])=[CH:4][C:3]=1[S:25](=[O:27])(=[O:28])[NH2:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19858110HCID 19858110, compound

Product 1

HCID 19858129HCID 19858129, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

48.4 g of the ester obtained as described above were stirred with 330 ml of 2N sodium hydroxide solution at 50° C. for 4 hours. The clear yellow solution was cooled down and acidified to pH 3 to 4 by adding 2N hydrochloric acid. The precipitate was filtered by suction, washed with water and dried at 80° C. The crude product obtained was recrystallized from a mixture of dimethylformamide and water (1:1) under clarifying by activated carbon. Thus, 1-(4'-chloro-3'-sulfamoylbenzoyl)amino-5-carboxybenzimidazole-2-thione containing 1 molecule of dimethylformamide was obtained in the form of snow-white tiny crystalls.

Workup

  1. temperatureThe clear yellow solution was cooled down
  2. filtrationThe precipitate was filtered by suction
  3. washwashed with water
  4. customdried at 80° C
  5. customThe crude product obtained
  6. customwas recrystallized from a mixture of dimethylformamide and water (1:1)

Sources & evidence

ORD record
ord-cfda51562dcf484d8d908653bc91be47
Source dataset
uspto-grants-1990_04
Patent number
US04916149

Reaction notes

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