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Acetic Acid → HCID 18680895, compound

HRID 1276920
Notes
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Reaction equation

HRID 1276920 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][NH:8][C:9](=[O:23])[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](=O)[CH3:18])=[C:12]([N+:20]([O-])=O)[CH:11]=1.C(O)(=O)C.[H][H]>[Pd].C(O)C>[CH3:18][C:17]1[NH:20][C:12]2[CH:11]=[C:10]([C:9](=[O:23])[NH:8][CH2:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[CH:15]=[CH:14][C:13]=2[N:16]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 18680988HCID 18680988, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18680895HCID 18680895, compoundYield 67.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702
Ethanol
Solvent

Procedure

Five-percent palladium on carbon (0.10 g) was added to a mixture of 1.00 g of crude N-(2-pyridylmethyl)-4-acetylamino-3-nitrobenzamide, 8 ml of acetic acid and 12 ml of ethanol, and the solution was stirred in a hydrogen atmosphere at 80° C. for 7 hours. The solid material was separated through filtration, and the filtrate was concentrated. Ethyl acetate was added to the residue for crystallization. The crystals were separated through filtration, and were dried to give 0.57 g of 2-methyl-5-[(2-pyridylmethyl)carbamoyl]benzimidazole (252).

Workup

  1. customThe solid material was separated through filtration
  2. concentrationthe filtrate was concentrated
  3. additionEthyl acetate was added to the residue for crystallization
  4. customThe crystals were separated through filtration
  5. customwere dried

Sources & evidence

ORD record
ord-7d0d232c0abc495cbb770fad5b268201
Source dataset
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06166219

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes