Econazole → HCID 69177562, compound

HRID 2218940Notes

Reaction equation

HRID 2218940 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][O:7][CH:8]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[Cl:22])[CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=[CH:4][CH:3]=1.Br[CH2:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28]>C(#N)C>[C:30]([O:29][C:27](=[O:28])[CH2:26][N:12]1[CH:13]=[CH:14][N:10]([CH2:9][CH:8]([O:7][CH2:6][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:24][CH:23]=2)[C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[Cl:22])[CH2:11]1)([CH3:33])([CH3:32])[CH3:31]

Participants

4

Reactant 2

HCID 3198EconazoleHCID 79177tert-Butyl bromoacetate

Product 1

HCID 69177562HCID 69177562, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1-[2-(4-chloro-benzyloxy)-2-(2,4-dichloro-phenyl)-ethyl]-1H-imidazole (1 g, 2.25 mmol) and tert-butyl bromoacetate (1 ml, 6.8 mmol) were dissolved in 15 ml acetonitrile and heated to reflux overnight. TLC showed full conversion of the starting material. The solvent was cooled, evaporated in vacuo, and the residual oil was dissolved in chloroform and triturated with ether. The product was identified by Maldi mass spectrometry, and used in the next step without further purification.

Workup

  1. temperatureheated
  2. temperatureto reflux overnight
  3. temperatureThe solvent was cooled
  4. customevaporated in vacuo
  5. dissolutionthe residual oil was dissolved in chloroform
  6. customtriturated with ether
  7. customused in the next step without further purification

Sources & evidence

ORD record
ord-d597967c14dc45228f100b9521767178
Source dataset
uspto-grants-2008_08
Patent number
US07413727B2

Reaction notes

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