HCID 21561667, compound → HCID 21561669, compound

HRID 1581143Notes

Reaction equation

HRID 1581143 reaction equation
[N+:1]([C:4]1[CH:18]=[CH:17][C:7]2[N:8]=[C:9]([NH:11][C:12]3[NH:13][CH2:14][CH2:15][N:16]=3)[NH:10][C:6]=2[CH:5]=1)([O-])=O>CN(C)C=O.[Pd]>[NH2:1][C:4]1[CH:18]=[CH:17][C:7]2[N:8]=[C:9]([NH:11][C:12]3[NH:13][CH2:14][CH2:15][N:16]=3)[NH:10][C:6]=2[CH:5]=1

Participants

4

Reactant 1

HCID 21561667HCID 21561667, compound

Product 1

HCID 21561669HCID 21561669, compoundYield 87.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

2-(5-Nitrobenzimidazolyl)amino-2-imidazoline (12.80 g,) was dissolved in anhydrous dimethylformamide (200 ml) and hydrogenated at 50 psi and room temperature for 48 hours, over 5% palladium charcoal (500mgs). The filtered reaction mixture was evaporated under reduced pressure to yield 2-(5-aminobenzimidazolyl)amino-2-imidazoline (9.87g), characterised as the dihydrochloride (7.60g) (m.p. 285°C).

Workup

  1. customThe filtered reaction mixture
  2. customwas evaporated under reduced pressure

Sources & evidence

ORD record
ord-0d177c5e4fca44818c7684f96f6a56f7
Source dataset
uspto-grants-1976_01
Patent number
US03935314

Reaction notes

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