NoName_3327 → 1h-Indazole-4-diazonium tetrafluoroborate salt

HRID 334104

Reaction equation

HRID 334104 reaction equation
[N:1]([O-])=O.[Na+].[NH:5]1[C:13]2[C:8](=[C:9]([NH2:14])[CH:10]=[CH:11][CH:12]=2)[CH:7]=[N:6]1.[F:15][B-:16]([F:19])([F:18])[F:17].[Na+]>O.Cl>[F:15][B-:16]([F:19])([F:18])[F:17].[NH:5]1[C:13]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:14]#[N:1])[C:8]=2[CH:7]=[N:6]1

Participants

6

Reactant 3

HCID 413085NoName_3327HCID 4343483Sodium TetrafluoroborateHCID 23668193Sodium Nitrite

Product 1

HCID 574203391h-Indazole-4-diazonium tetrafluoroborate salt

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

An aqueous solution of sodium nitrite (337 mg, 4.89 mmol) in water (2 mL) was added dropwise to a suspension of 1H-indazol-4-ylamine D (631 mg, 4.74 mmol) in 6M hydrochloric acid (7.2 mL) at below 0° C. After stirring for 30 minutes, sodium tetrafluoroborate (724 mg) was added to the reaction mixture. A viscous solution resulted, which was filtered and washed briefly with water to yield 1H-indazole-4-diazonium tetrafluoroborate salt E (218 mg, 20%) as a deep red solid.

Workup

  1. customA viscous solution resulted
  2. filtrationwhich was filtered
  3. washwashed briefly with water

Sources & evidence

ORD record
ord-42981412a1274b2d9a09ad31dc0d4098
Source dataset
uspto-grants-2014_11
Patent number
US08883799B2

Linked notes

Loading…