HCID 12837961, compound → HCID 20551544, compound

HRID 328749Notes

Reaction equation

HRID 328749 reaction equation
[CH3:1][N:2]([CH3:20])[S:3]([N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]([NH:17]N)=[O:16])=[CH:14][C:9]=2[N:8]=[C:7]1[NH2:19])(=[O:5])=[O:4]>[Ni].C(O)C>[OH2:4].[CH3:1][N:2]([CH3:20])[S:3]([N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]([NH2:17])=[O:16])=[CH:14][C:9]=2[N:8]=[C:7]1[NH2:19])(=[O:4])=[O:5]

Participants

4

Reactant 1

HCID 12837961HCID 12837961, compound

Product 1

HCID 20551544HCID 20551544, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Two grams of 1-dimethylaminosulfonyl-2-amino-5-benzimidazolecarboxylic acid hydrazide, 8 g. of Raney nickel and 100 ml. of 2B ethanol were refluxed for 4 hours. The cooled mixture was filtered and the catalyst was washed with ethanol. The ethanol washings were combined with the filtrate. The ethanol solution was evaporated to dryness in vacuo. The residue was dissolved in methanol and the solution was filtered through a fritted glass funnel having 4 mm. layer of alumina. The methanol filtrate was concentrated in vacuo to provide 1-dimethylaminosulfonyl-2-amino-5-benzimidazolecarboxamide hydrate, m.p. about 208°-209° C.

Workup

  1. filtrationThe cooled mixture was filtered
  2. washthe catalyst was washed with ethanol
  3. customThe ethanol solution was evaporated to dryness in vacuo
  4. dissolutionThe residue was dissolved in methanol
  5. filtrationthe solution was filtered through a fritted glass funnel
  6. concentrationThe methanol filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-be7a90ff1bfa4a6eaaaad28851dbbf54
Source dataset
uspto-grants-1977_04
Patent number
US04018790

Reaction notes

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