Iodoethane → HCID 14990997, compound

HRID 2248344Notes

Reaction equation

HRID 2248344 reaction equation
Cl.[N:2]1([CH:7]([C:9]2[CH:10]=[CH:11][C:12]3[N:16]=[N:15][N:14]([OH:17])[C:13]=3[CH:18]=2)[CH3:8])[CH:6]=[CH:5][N:4]=[CH:3]1.I[CH2:20][CH3:21].C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[CH2:20]([O:17][N:14]1[C:13]2[CH:18]=[C:9]([CH:7]([N:2]3[CH:6]=[CH:5][N:4]=[CH:3]3)[CH3:8])[CH:10]=[CH:11][C:12]=2[N:16]=[N:15]1)[CH3:21]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 10340Sodium CarbonateHCID 22610962HCID 22610962, compound

Product 1

HCID 14990997HCID 14990997, compoundYield 51.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4.5 parts of 6-[1-(1H-imidazol-1-yl)ethyl]-1H-benzotriazol-1-ol monohydrochloride, 3.12 parts of iodoethane, 3.7 parts of sodium carbonate and 63 parts of N,N-dimethylformamide was stirred for 4 hours at room temperature. The reaction mixture was evaporated and the residue was taken up in water. The product was extracted with methylbenzene. The extract was dried, filtered and evaporated. The residue was crystallized from a mixture of 27 parts of ethyl acetate and 21 parts of 2,2'-oxybispropane. The product was filtered off and dried, yielding 2.26 parts (51.6%) of 1-ethoxy-6-[1-(1H-imidazol-1-yl)ethyl]-1H-benzotriazole; mp. 81.1° C. (compound 215).

Workup

  1. customThe reaction mixture was evaporated
  2. extractionThe product was extracted with methylbenzene
  3. customThe extract was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was crystallized from a mixture of 27 parts of ethyl acetate and 21 parts of 2,2'-oxybispropane
  7. filtrationThe product was filtered off
  8. customdried

Sources & evidence

ORD record
ord-67e55cffc02a4766b0ad9f2d2448505a
Source dataset
uspto-grants-1991_08
Patent number
US05039677

Reaction notes

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