4-Fluorobenzene-1,2-diamine → HCID 178505476, compound

HRID 1189173Notes

Reaction equation

HRID 1189173 reaction equation
[N:1]([O-])=O.[Na+].[F:5][C:6]1[CH:7]=[C:8]([NH2:13])[C:9]([NH2:12])=[CH:10][CH:11]=1>O.C(O)(=O)C>[F:5][C:6]1[CH:11]=[CH:10][C:9]2[NH:12][N:1]=[N:13][C:8]=2[CH:7]=1

Participants

5

Reactant 2

HCID 1645844-Fluorobenzene-1,2-diamineHCID 23668193Sodium Nitrite

Product 1

HCID 178505476HCID 178505476, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of sodium nitrite (284 mg, 4.12 mmol) in water (1 mL) was added to a solution of 4-fluoro-benzene-1,2-diamine (520 mg, 4.12 mmol) in acetic acid (0.50 mL) and water (2.50 mL) at 0° C. The reaction mixture was stirred for few minutes at 50° C. and 1 hour at 0° C. The precipitate was filtered, washed with cold water and dried to yield 5-fluoro-1H-benzo[d][1,2,3]triazole (565 mg, 3.50 mmol, 85%).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with cold water
  3. customdried

Sources & evidence

ORD record
ord-37ec588042b84b3ebe5ce58109f738e2
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

Loading…