Iodoethane → HCID 14990997, compound

HRID 2166065Notes

Reaction equation

HRID 2166065 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 mixtur 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 mixtur 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-74c78206a1b948b484d62e19157f71df
Source dataset
uspto-grants-1990_07
Patent number
US04943574

Reaction notes

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