Sodium Carbonate → HCID 57955764, compound

HRID 553247Notes

Reaction equation

HRID 553247 reaction equation
S([O-])(O)=O.[Na+].[CH2:6]([O:8][C:9]([C:11]1[C:15]([CH3:16])=[C:14]([CH:17]=O)[NH:13][C:12]=1[CH3:19])=[O:10])[CH3:7].[NH2:20][C:21]1[CH:22]=[C:23]([CH:32]=[CH:33][C:34]=1[NH2:35])[C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:25].C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C(=O)C>[CH2:6]([O:8][C:9]([C:11]1[C:15]([CH3:16])=[C:14]([C:17]2[NH:20][C:21]3[CH:22]=[C:23]([C:24](=[O:25])[C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:32]=[CH:33][C:34]=3[N:35]=2)[NH:13][C:12]=1[CH3:19])=[O:10])[CH3:7]

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 1355203,4-DiaminobenzophenoneHCID 137485ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylateHCID 23665763Sodium Bisulfite

Product 1

HCID 57955764HCID 57955764, compoundYield 85.6%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
120 °C

Procedure

Sodium hydrogen sulfite (101 mg) and the 5-formyl-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester (146 mg) obtained in Example 53 (1) were added to an N,N-dimethylacetamide (5 ml) solution of 3,4-diaminobenzophenone (160 mg). The mixture was heated to 120° C. and stirred for 10 hours. The reaction mixture was allowed to cool to room temperature, and then a 5% sodium carbonate (6 ml) was added and stirred at room temperature. The precipitate was collected by filtration to afford 5-(5-benzoylbenzimidazole-2-yl)-2,4-dimethylpyrrole-3-carboxylic acid ethyl ester (248 mg, 85%) as a light yellow solid.

Workup

  1. temperatureto cool to room temperature
  2. stirringstirred at room temperature
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-3d7d3b64651f4b7fa22a6cf5a04ba06d
Source dataset
uspto-grants-2011_05
Patent number
US07951956B2

Reaction notes

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