HCID 23036513, compound → HCID 23036529, compound

HRID 1709757Notes

Reaction equation

HRID 1709757 reaction equation
[Cl:1][C:2]([CH3:29])([CH3:28])[CH2:3][S:4][CH2:5][C:6]1[C:11]([CH3:12])=[C:10]([O:13][CH3:14])[CH:9]=[CH:8][N+:7]=1[C:15]1[NH:16][C:17]2[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][C:18]=2[N:19]=1>C(OCC)(=O)C.Cl>[Cl-:1].[Cl:1][C:2]([CH3:29])([CH3:28])[CH2:3][S:4][CH2:5][C:6]1[C:11]([CH3:12])=[C:10]([O:13][CH3:14])[CH:9]=[CH:8][N+:7]=1[C:15]1[NH:16][C:17]2[CH:23]=[C:22]([C:24]([F:25])([F:26])[F:27])[CH:21]=[CH:20][C:18]=2[N:19]=1

Participants

4

Reactant 1

HCID 23036513HCID 23036513, compound

Product 1

HCID 23036529HCID 23036529, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

100 mg of intramolecularly deprotonized 2-[[(2-chloro-2-methylpropyl)thio]methyl]-4-methoxy-3-methyl-1-[5-(trifluoromethyl)-2-benzimidazolyl]pyridinium cation were dissolved in 5 ml of ethyl acetate, whereupon 0.5 ml of 4.7N methanolic hydrochloric acid was added, the solution was concentrated and the residue was crystallized from tert.-butyl methyl ether/ether. The 2-[[(2-chloro-2-methylpropyl)thio]methyl]-4-methoxy-3-methyl-1-[5-(trifluoromethyl)-2-benzimidazolyl]pyridinium chloride obtained exhibited a melting point of 140°-142° (decomposition).

Workup

  1. additionwas added
  2. concentrationthe solution was concentrated
  3. customthe residue was crystallized from tert.-butyl methyl ether/ether

Sources & evidence

ORD record
ord-ee5ff66f72ba4ddb9dee80581f278abf
Source dataset
uspto-grants-1990_08
Patent number
US04950677

Reaction notes

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