Stannous Chloride → HCID 18510137, compound

HRID 1370176Notes

Reaction equation

HRID 1370176 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[OH:9].[N:10]([O-])=O.[Na+].Cl[Sn]Cl>Cl.O>[ClH:1].[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]#[N:10])[CH:5]=[CH:4][C:3]=1[OH:9]

Participants

6

Reactant 3

HCID 24479Stannous ChlorideHCID 775784-Amino-2-chlorophenolHCID 23668193Sodium Nitrite

Product 1

HCID 18510137HCID 18510137, compoundYield 103.2%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent

Conditions

Temperature
22.5 °C

Procedure

At from −5 to −10° C., a suspension of 123 g (858 mmol) of 2-chloro-4-aminophenol in 190 ml of conc. HCl was added dropwise to a solution of 71 g (1 mol) of NaNO2 in 190 ml of water. At from −5 to −10° C., this suspension was added to a solution of 354 g (1.72 mol) of SnCl2*2H2O in 800 ml of conc. HCl. The mixture was stirred at about 20-25° C. for approximately 14 hours and the crystalline material was filtered off and washed with water. After drying, 85 g of 3-chloro-4-hydroxyphenyldiazonium hydrochloride were obtained.

Workup

  1. filtrationthe crystalline material was filtered off
  2. washwashed with water
  3. customAfter drying

Sources & evidence

ORD record
ord-8e2dea4636a842a6a108a888f23641ff
Source dataset
uspto-grants-2003_06
Patent number
US06583090B1

Reaction notes

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