Bromine → HCID 67261440, compound

HRID 79262Notes

Reaction equation

HRID 79262 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[C:12]([N+:17]([O-:19])=[O:18])[CH:13]=[CH:14][CH:15]=2)[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:20]Br.C(=O)(O)[O-].[Na+]>C(O)(=O)C>[CH2:1]([N:8]1[C:16]2[C:11](=[C:12]([N+:17]([O-:19])=[O:18])[CH:13]=[CH:14][CH:15]=2)[C:10]([Br:20])=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 213272561-benzyl-4-nitro-1H-indazole

Product 1

HCID 67261440HCID 67261440, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 1-benzyl-4-nitro-1H-indazole (350 mg, 1.38 mmol) in acetic acid (5 mL), in a reaction vial was added bromine (265 mg, 1.66 mmol). The reaction vial was sealed and heated to 80° C., with magnetic stirring, for 2 hours. The mixture was allowed to cool. Saturated aqueous sodium bicarbonate solution was added (sufficient for the mixture to reach pH 8). The resulting solids were collected by filtration and washed with water. The material was dried under vacuum to give 1-benzyl-3-bromo-4-nitro-1H-indazole (455 mg).

Workup

  1. customThe reaction
  2. customvial was sealed
  3. temperatureto cool
  4. filtrationThe resulting solids were collected by filtration
  5. washwashed with water
  6. customThe material was dried under vacuum

Sources & evidence

ORD record
ord-a2f29565f9484e4eb8578bdda599a65e
Source dataset
uspto-grants-2014_09
Patent number
US08841455B2

Reaction notes

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