Phosphorus pentachloride → 2-Chloro-1-methyl-5-nitro-1H-benzimidazole

HRID 1953261Notes

Reaction equation

HRID 1953261 reaction equation
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[N+:7]([C:10]1[CH:20]=[CH:19][C:13]2[N:14]([CH3:18])[C:15](=O)[NH:16][C:12]=2[CH:11]=1)([O-:9])=[O:8]>P(Cl)(Cl)(Cl)=O>[N+:7]([C:10]1[CH:20]=[CH:19][C:13]2[N:14]([CH3:18])[C:15]([Cl:2])=[N:16][C:12]=2[CH:11]=1)([O-:9])=[O:8]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 6063051-Methyl-5-nitro-1,3-dihydro-2H-benzimidazol-2-one

Product 1

HCID 108223912-Chloro-1-methyl-5-nitro-1H-benzimidazole

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Conditions

Temperature
125 °C

Procedure

2.1 g (0.01 mol) of phosphorus pentachloride are dissolved in 2.5 ml phosphorus oxychloride and after the addition of 1.9 g (0.01 mol) of 5-nitro-1-methyl-benzimidazol-2-one the mixture is stirred for two hours at 125° C. The solvent is evaporated off, the residue is poured onto ice water and neutralised with ammonia. The precipitate formed is suction filtered and dried.

Workup

  1. customThe solvent is evaporated off
  2. additionthe residue is poured onto ice water and neutralised with ammonia
  3. customThe precipitate formed
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-34226644c38e457ebf81005291fb39db
Source dataset
uspto-grants-2000_09
Patent number
US06114532

Reaction notes

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