HCID 21540607, compound → HCID 21540624, compound

HRID 1075731Notes

Reaction equation

HRID 1075731 reaction equation
[Cl:1][C:2]1[N:6]([CH2:7][CH3:8])[C:5]2[C:9]([N+:18]([O-])=O)=[C:10]([Cl:17])[C:11]([C:13]([F:16])([F:15])[F:14])=[CH:12][C:4]=2[N:3]=1>[Pt]=O>[NH2:18][C:9]1[C:5]2[N:6]([CH2:7][CH3:8])[C:2]([Cl:1])=[N:3][C:4]=2[CH:12]=[C:11]([C:13]([F:15])([F:16])[F:14])[C:10]=1[Cl:17]

Participants

3

Reactant 1

HCID 21540607HCID 21540607, compound

Product 1

HCID 21540624HCID 21540624, compoundYield 42.2%

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

6-Chloro-1-ethyl-5-trifluoromethylbenzimidazolone was prepared by reaction of N1 -ethyl-4-trifluoroethyl-5-chloro-1,2-phenylenediamine with phosgene. The resultant benzimidazolone was chlorinated with POCl3 --HCl to give the corresponding 2-chlorobenzimidazole which was then nitrated with HNO3 --H2SO4 to give the 7-nitro derivative. The 2,6-dichloro-1-ethyl-7-nitro-5-trifluoromethylbenzimidazole (5g.) was hydrogenated in the presence of platinum oxide catalyst according to the procedure of Example IV to give 1.91g. (42.2%) of the desired product, m.p. 134°-141.5°C.

Workup

  1. customto give 1.91g

Sources & evidence

ORD record
ord-842ae1fc4ae2489d982b4355f3841c92
Source dataset
uspto-grants-1976_05
Patent number
US03954438

Reaction notes

Loading…