Potassium Carbonate → HCID 20282280, compound

HRID 463286Notes

Reaction equation

HRID 463286 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH:10]([O:17][C:18]2[C:23]([Cl:24])=[CH:22][C:21]([NH:25]C(=O)C)=[CH:20][C:19]=2[Cl:29])[CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>Cl>[ClH:1].[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH:10]([O:17][C:18]2[C:19]([Cl:29])=[CH:20][C:21]([NH2:25])=[CH:22][C:23]=2[Cl:24])[CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 13457350HCID 13457350, compound

Product 1

HCID 20282280HCID 20282280, compoundYield 248.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 1-[4-(4-chlorophenyl)-2-(4-acetylamino-2,6-dichlorophenoxy)-n-butyl]imidazole (1.58 g) (prepared as in Example 1) in 15 ml of concentrated hydrochloric acid was heated at 90° C. for 1 day. The resulting solution was poured into 200 ml of aqueous potassium carbonate solution, extracted with ethyl acetate (3×75 ml) and the combined extracts dried (MgSO4) and evaporated. The resulting oil (1.3 g) was dissolved in ether and treated with ethereal hydrogen chloride until precipitation was complete. The product was filtered off and dried immediately in vacuo to give 1.4 g of 1-[4-(4-chlorophenyl)-2-(4-amino-2,6-dichlorophenoxy)-n-butyl]imidazole bis(hydrochloride), m.p. 119°-123° C.

Workup

  1. extractionextracted with ethyl acetate (3×75 ml)
  2. dry with materialthe combined extracts dried (MgSO4)
  3. customevaporated
  4. dissolutionThe resulting oil (1.3 g) was dissolved in ether
  5. additiontreated with ethereal hydrogen chloride until precipitation
  6. filtrationThe product was filtered off
  7. customdried immediately in vacuo

Sources & evidence

ORD record
ord-70e12156022748f9888e2daa73619856
Source dataset
uspto-grants-1985_05
Patent number
US04518607

Reaction notes

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