HCID 12837961, compound → HCID 20551544, compound

HRID 1447179Notes

Reaction equation

HRID 1447179 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-76c68bd4ad6e42d28f6585851d7dd8cf
Source dataset
uspto-grants-1982_02
Patent number
US04316021

Reaction notes

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