1,2-Dimethoxyethane → HCID 21540604, compound

HRID 1075894Notes

Reaction equation

HRID 1075894 reaction equation
[N+:1]([C:4]1[C:9]2[N:10]([CH2:16][CH3:17])[C:11]([N:13]([CH3:15])[CH3:14])=[N:12][C:8]=2[CH:7]=[C:6]([C:18]([F:21])([F:20])[F:19])[C:5]=1[Cl:22])([O-])=O.C(COC)OC>[Pt]=O.CO>[NH2:1][C:4]1[C:9]2[N:10]([CH2:16][CH3:17])[C:11]([N:13]([CH3:14])[CH3:15])=[N:12][C:8]=2[CH:7]=[C:6]([C:18]([F:21])([F:20])[F:19])[C:5]=1[Cl:22]

Participants

5

Reactant 2

HCID 80711,2-DimethoxyethaneHCID 21541454HCID 21541454, compound

Product 1

HCID 21540604HCID 21540604, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

7-nitro-6-chloro-2-dimethylamino-1-ethyl-5-trifluoromethylbenzimidazole (2 g.) in 50 ml. of a 50:50 mixture of dimethoxyethane and methanol was hydrogenated in the presence of 100 mg. of platinum oxide catalyst at an initial pressure of 40 psi. for 3 hours. Filtration to remove the catalyst was followed by solvent removal by evaporation under reduced pressure. The residue was passed through a silica gel column with chloroform as eluent to give 1.1 g. of the desired product melting at 99° - 100°C.

Workup

  1. filtrationFiltration
  2. customto remove the catalyst
  3. customwas followed by solvent removal by evaporation under reduced pressure
  4. customto give 1.1 g

Sources & evidence

ORD record
ord-b4ae2a8dad554b20b959cfa0f25d8b2e
Source dataset
uspto-grants-1976_05
Patent number
US03954792

Reaction notes

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