Benzyl Chloride → HCID 13387947, compound

HRID 615323Notes

Reaction equation

HRID 615323 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[C:13](=[O:15])[CH3:14].[CH2:16]([Cl:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(CC)C(C)C)(C)C>O1CCOCC1>[Cl-:23].[C:13]([C:3]1[N:4]=[C:5]([C:7]2[CH:8]=[N+:9]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:10]=[CH:11][CH:12]=2)[NH:6][C:2]=1[CH3:1])(=[O:15])[CH3:14]

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 81531DiisopropylethylamineHCID 13387922HCID 13387922, compound

Product 1

HCID 13387947HCID 13387947, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 10.0 g (0.05 mole) of 1-[5-methyl-2-(3-pyridinyl)-1H-imidazol-4-yl]ethanone, 13 ml (0.1+ mole) of benzyl chloride, 10 ml (0.05+ mole) of N,N-diisopropylethylamine and 250 ml of dioxane was stirred at reflux for 18 hours. The resulting precipitate was collected by filtration of the hot mixture, washed free of color with tetrahydrofuran, then dried in vacuo at 100° C. and gave 12.2 g of the desired product as a yellow solid, mp 230°-232° C.

Workup

  1. temperatureat reflux for 18 hours
  2. filtrationThe resulting precipitate was collected by filtration of the hot mixture
  3. washwashed free of color with tetrahydrofuran
  4. customdried in vacuo at 100° C.

Sources & evidence

ORD record
ord-70c693465bc444cc99f8354072aafd99
Source dataset
uspto-grants-1985_02
Patent number
US04499097

Reaction notes

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