Imidazole → HCID 12816489, compound

HRID 2059040Notes

Reaction equation

HRID 2059040 reaction equation
Cl[CH2:2][CH2:3][C:4]1([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[O:8][CH2:7][CH2:6][O:5]1.[NH:16]1[CH:20]=[CH:19][N:18]=[CH:17]1>C(#N)C>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([C:4]2([CH2:3][CH2:2][N:16]3[CH:20]=[CH:19][N:18]=[CH:17]3)[O:8][CH2:7][CH2:6][O:5]2)=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 12816488HCID 12816488, compound

Product 1

HCID 12816489HCID 12816489, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-(2-chloroethyl)-2-(4-chlorophenyl)-1,3-dioxolane (from 2.03 g of β,p-dichloropropiophenone as in Preparation 3) and imidazole (3.5 g) in acetonitrile (5 ml) were heated at 100° for 24 hours and the solvent removed. After addition of water (30 ml) and ether (30 ml) and shaking, a white solid separated and was collected by filtration. Washing with water, ether and drying in air gave 1-[2-(2-(4-chlorophenyl)-1,3-dioxolan-2-yl]ethyl]imidazole. Further product was obtained by separation of the ether layer, washing, drying (MgSO4) and concentrating.

Workup

  1. temperaturewere heated at 100° for 24 hours
  2. customthe solvent removed
  3. additionAfter addition of water (30 ml) and ether (30 ml)
  4. customa white solid separated
  5. filtrationwas collected by filtration
  6. washWashing with water, ether
  7. customdrying in air

Sources & evidence

ORD record
ord-6525c9efafd84714a79004e59f43306b
Source dataset
uspto-grants-1982_03
Patent number
US04321272

Reaction notes

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