HCID 178428586, compound → HCID 178422297, compound

HRID 2064613Notes

Reaction equation

HRID 2064613 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1[NH:10][C:11]([C:13]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][NH:15][N:14]=1)=O>C(O)(=O)C>[CH3:9][C:5]1[C:6]([CH3:8])=[CH:7][C:2]2[NH:1][C:11]([C:13]3[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][NH:15][N:14]=3)=[N:10][C:3]=2[CH:4]=1

Participants

3

Reactant 1

HCID 178428586HCID 178428586, compound

Product 1

HCID 178422297HCID 178422297, compoundYield 107%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A stirred solution of 4-nitro-1H-pyrazole-3-carboxylic acid (2-amino-4,5-dimethylphenyl)amide [5.7 g, Reference Example 36(a)] in acetic acid (100 mL) was heated at 120° C. for 1 hour, then cooled to ambient temperature and then evaporated. The oily residue was partitioned between ethyl acetate and water. The organic layer was dried over magnesium sulfate and then evaporated to give 5,6-dimethyl-2-(4-nitro-1H-pyrazol-3-yl)-1H-benzoimidazole (5.70 g) as an orange solid. LC-MS (METHOD B): RT=2.30 minutes, 258.11 (M+H)+.

Workup

  1. customevaporated
  2. customThe oily residue was partitioned between ethyl acetate and water
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-ade47eec0c4f46549c82711d752e0b6f
Source dataset
uspto-grants-2012_10
Patent number
US08288425B2

Reaction notes

Loading…