4-Bromobenzene-1,2-diamine → HCID 178419334, compound

HRID 2307809Notes

Reaction equation

HRID 2307809 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([NH2:8])=[CH:6][CH:7]=1.[N:10]([O-])=O.[Na+]>OS(O)(=O)=O.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[NH:8][N:10]=[N:9][C:4]=2[CH:3]=1

Participants

5

Reactant 2

HCID 3235934-Bromobenzene-1,2-diamineHCID 23668193Sodium Nitrite

Product 1

HCID 178419334HCID 178419334, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 1118Sulfuric AcidSolvent

Procedure

A mixture of Example 248A (262 mg; 1.4 mmol) in 10% H2SO4 (4 mL) was treated with NaNO2 (120 mg; 1.7 mmol) in water (1 mL), stirred for 30 min., diluted with water, and extracted with EtOAc. The extracts were rinsed with brine, dried (Na2SO4), concentrated and purified by flash chromatography (5% MeOH/CH2Cl2) to provide the desired product.

Workup

  1. extractionextracted with EtOAc
  2. washThe extracts were rinsed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. custompurified by flash chromatography (5% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-25b8592d7e8a46ec955f8b02ecb0e992
Source dataset
uspto-grants-2004_12
Patent number
US06831175B2

Reaction notes

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