Pyridine → HCID 178430970, compound

HRID 968794Notes

Reaction equation

HRID 968794 reaction equation
[CH3:1][C:2]1[C:7]2[NH:8][CH:9]=[N:10][C:6]=2[C:5]([C:11](O)=[O:12])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15].S(N)([NH2:20])(=O)=O.N1C=CC=CC=1>O>[CH3:1][C:2]1[C:7]2[NH:8][CH:9]=[N:10][C:6]=2[C:5]([C:11]([NH2:20])=[O:12])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15]

Participants

5

Reactant 3

HCID 1049PyridineHCID 82267SulfamideHCID 178430971HCID 178430971, compound

Product 1

HCID 178430970HCID 178430970, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7-Methyl-6-nitro-1H-benzimidazole-4-carboxylic Acid (23) (0.692 g, 3.12 mmol), sulfamide (0.600 g, 6.26 mmol), and pyridine (8 mL) is heated at reflux for about 16 hours. The resulting heterogeneous reaction mixture is cooled to ambient temperature, diluted with water (10 mL) and cooled to 0° C. for 1 hour. The solids that form are filtered, washed with water (10 mL) and methanol (10 mL), and dried to obtain 7-Methyl-6-nitro-1H-benzimidazole-4-carboxamide (25) as a cream colored solid (0.586 g, 85% yield).

Workup

  1. temperatureis heated
  2. temperatureat reflux for about 16 hours
  3. temperaturecooled to 0° C. for 1 hour
  4. filtrationThe solids that form are filtered
  5. washwashed with water (10 mL) and methanol (10 mL)
  6. customdried

Sources & evidence

ORD record
ord-133e330d35fb4bce9aa6ed0269430265
Source dataset
uspto-grants-2007_12
Patent number
US07304084B2

Reaction notes

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