Water → HCID 178491908, compound

HRID 620840Notes

Reaction equation

HRID 620840 reaction equation
O[N:2]1[C:6]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[C:5]([CH3:13])[N:4]=[C:3]1[C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[C:17]([Cl:23])=[CH:16][C:15]=1[O:24][CH3:25].P(OCC)(OCC)OCC.O>CN(C)C=O>[CH3:25][O:24][C:15]1[CH:16]=[C:17]([Cl:23])[C:18]([N+:20]([O-:22])=[O:21])=[CH:19][C:14]=1[C:3]1[NH:2][C:6]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[C:5]([CH3:13])[N:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31215Triethyl phosphiteHCID 14211405HCID 14211405, compound

Product 1

HCID 178491908HCID 178491908, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-hydroxy-2-(2-methoxy-4-chloro-5-nitrophenyl)-4-methyl-5-(3-pyridyl)imidazole (9.7 g) and triethyl phosphite (8.9 g) in N,N-dimethylformamide (100 ml) was stirred at 80°-90° C. for one hour. The reaction mixture was poured into water and the resultant mixture was stirred at ambient temperature for one hour. The precipitate was collected by filtration and washed with water and ethyl acetate and dried to give 2-(2-methoxy-4-chloro-5-nitrophenyl)-4-methyl-5-(3-pyridyl)imidazole (7.6 g).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water and ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-99eb97fd87184e8c8af83634419e2e79
Source dataset
uspto-grants-1989_04
Patent number
US04822805

Reaction notes

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