Ammonia chloride → 1-(5-methyl-4-(o-tolyl)-4H-1,2,4-triazol-3-yl)-2-phenylethanone

HRID 1506630Notes

Reaction equation

HRID 1506630 reaction equation
[CH3:1][C:2]1[N:3]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])[C:4]([C:7]([O:9]CC)=O)=[N:5][N:6]=1.[CH2:19]([Mg]Cl)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[Cl-].N>C1(C)C=CC=CC=1>[CH3:1][C:2]1[N:3]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])[C:4]([C:7](=[O:9])[CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:5][N:6]=1

Participants

5

Reactant 3

HCID 20976574Ammonia chlorideHCID 90281310ethyl 5-methyl-4-(o-tolyl)-4H-1,2,4-triazole-3-carboxylateHCID 178418336HCID 178418336, compound

Product 1

HCID 902812771-(5-methyl-4-(o-tolyl)-4H-1,2,4-triazol-3-yl)-2-phenylethanone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 10C (1.0 g, 4.1 mmol) in toluene cooled by an ice bath, benzylmagnesium chloride (2M in THF) (3.0 mL, 6.0 mmol) was added dropwise. After one hour, ammonia chloride solution was added to the mixture and extracted with ethyl acetate (50 mL twice). The organic layer was dried with Na2SO4, filtered and concentrated and used without further purification. MS (m/z) 292 [M+H]+.

Workup

  1. extractionextracted with ethyl acetate (50 mL twice)
  2. dry with materialThe organic layer was dried with Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customused without further purification

Sources & evidence

ORD record
ord-117dee3e4ab740fe9abba715ad453a5d
Source dataset
uspto-grants-2015_12
Patent number
US09220710B2

Reaction notes

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