Hydrochloric Acid → HCID 22610962, compound

HRID 2166061Notes

Reaction equation

HRID 2166061 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-2721b2a6e3864d9daf80de28bc8b328d
Source dataset
uspto-grants-1990_07
Patent number
US04943574

Reaction notes

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