Hydrochloric Acid → HCID 22610962, compound

HRID 2248340Notes

Reaction equation

HRID 2248340 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)[CH3:9])=[CH:4][C:3]=1[N+:15]([O-:17])=O.O.[NH2:19][NH2:20].Cl>C(O)CCC>[ClH:1].[N:10]1([CH:8]([C:5]2[CH:6]=[CH:7][C:2]3[N:20]=[N:19][N:15]([OH:17])[C:3]=3[CH:4]=2)[CH3:9])[CH:14]=[CH:13][N:12]=[CH:11]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 14990697HCID 14990697, compound

Product 1

HCID 22610962HCID 22610962, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 4.3 parts of 1-[1-(4-chloro-3-nitrophenyl)ethyl]-1H-imidazole, 3.42 parts of hydrazine monohydrate and 40 parts of 1-butanol was stirred for 12 hours at reflux temperature. After cooling, 3.4 parts of a hydrochloric acid solution 10N were added. The separated organic layer was evaporated. The residue was stirred in ethyl acetate. The product was filtered off and dried, yielding 4.5 parts (99.0%) of 6-[1-(1H-imidazol-1-yl)ethyl]-1H-benzotriazol-1-ol monohydrochloride (compound 149).

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. customThe separated organic layer was evaporated
  4. stirringThe residue was stirred in ethyl acetate
  5. filtrationThe product was filtered off
  6. customdried

Sources & evidence

ORD record
ord-c96093c7efc8451a9842039d912eddbd
Source dataset
uspto-grants-1991_08
Patent number
US05039677

Reaction notes

Loading…