HCID 19858087, compound → HCID 19858150, compound

HRID 2073233Notes

Reaction equation

HRID 2073233 reaction equation
[CH2:1]([S:8][C:9]1[N:13]([NH:14][C:15](=[O:27])[C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([S:23](=[O:26])(=[O:25])[NH2:24])[CH:17]=2)[C:12]2[CH:28]=[CH:29][C:30]([C:32]([O:34]C)=[O:33])=[CH:31][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[OH-].[Na+]>[CH2:1]([S:8][C:9]1[N:13]([NH:14][C:15](=[O:27])[C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([S:23](=[O:25])(=[O:26])[NH2:24])[CH:17]=2)[C:12]2[CH:28]=[CH:29][C:30]([C:32]([OH:34])=[O:33])=[CH:31][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 19858087HCID 19858087, compound

Product 1

HCID 19858150HCID 19858150, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
50 °C

Procedure

A suspension containing 5.3 g of 2-benzylthio-1-(4'-chloro-3'-sulfamoylbenzoyl)amino-5-methoxycarbonylbenzimidazole in 30 ml of 2N sodium hydroxide solution was stirred at 50° C. for 4 hours. Meanwhile most part of the starting substance dissolved. After filtering off the insoluble part, the filtrate was neutralized by adding 30 ml of 2N hydrochloric acid. The white precipitate was filtered by suction, washed with water and dried to yield 4.9 g (94.8%) of 2-benzylthio-1-(4'-chloro-3'-sulfamoylbenzoyl)amino-5-carboxybenzimidazole, m.p.: 190°-196° C. (with decomposition).

Workup

  1. dissolutionMeanwhile most part of the starting substance dissolved
  2. filtrationAfter filtering off the insoluble part
  3. additionby adding 30 ml of 2N hydrochloric acid
  4. filtrationThe white precipitate was filtered by suction
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-b9dc747330bb4d51b790f753cbf86ccb
Source dataset
uspto-grants-1990_04
Patent number
US04916149

Reaction notes

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