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Home > Encyclopedia > 4-Amino-2,6-dibromopyridine

4-Amino-2,6-dibromopyridine

4-Amino-2,6-dibromopyridine structure

4-Amino-2,6-dibromopyridine 

structure
  • CAS No:

    39771-34-1

  • Formula:

    C5H4Br2N2

  • Chemical Name:

    4-Amino-2,6-dibromopyridine

  • Synonyms:

    2,6-dibromopyridin-4-amine;2,6-DibroMo-4-pyridinaMine;2,6-DibroMo-4-aMinopyridine;SA037318

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

4-Amino-2,6-dibromopyridine Basic Attributes

251.91

249.874115

DTXSID80555745

2933399090

Characteristics

38.9

2.2

2.1±0.1 g/cm3

205-207 °C(Solv: hexane (110-54-3); benzene (71-43-2))

373.7°C at 760 mmHg

179.8±26.5 °C

1.673

Safety Information

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

4-Amino-2,6-dibromopyridine Use and Manufacturing

c) 2, 6-Dibromopyridin-4-amine; Iron (1.26 g, 22.56 mmol) was added slowly to a stirred solution of 2, 6-dibromo-4- nitropyridine 1 -oxide (preparation 22b, 1.68 g, 5.64 mmol) in acetic acid (16 mL) at 0 °C, and the mixture was stirred at room temperature. After 1 hour, water and ethyl acetate were added to the reaction mixture. The organic layer was washed with water, satured aqueous potassium carbonate solution and brine, and dried (MgS0Iron (1.26 g, 22.56 mmol) was added slowly to a stirred solution of 2, 6-dibromo-4-nitropyridine 1-oxide (preparation 22b, 1.68 g, 5.64 mmol) in acetic acid (16 mL) at 0 title compound (1.35 g, 96percent) as a white solid.LRMS (m/z): 251/253/255 (M+1)To a solution of 2, 6-dibromo-4-nitropyridine 1-oxide (6.80 g, 22.82 mmol) in acetic acid (100 mL) at rt was added Fe powder (6.40 g, 114.13 mmol). The resulting reaction mixture was heated to 100° C. for 1 h. After completion of reaction (by TLC), acetic acid was distilled off under reduced pressure, the residue was basified with aqueous ammonia solution and extracted with EtOAc (3.x.250 mL). The combined organics were washed with brine, dried (Na2, 6-dibromo-4-nitro pyridine 1-oxide (14.5 g, 48.6 mmol) was taken up in 130 mL of acetic acid and iron powder (11.0g, 197 mmol) was added in portion-wise and the mixture was stirred at room temperature for 45 minutes. 500 mL of water was added and the product was extracted with EtOAc (50 mL). The organic layer was washed with 300mL of water then with 30 mL of a sat KTo a solution of 2, 6-dibromo-4-nitro-pyridine (1.0 g, 3.54 mmol) in glacial acetic acid (20 ml.) was added Fe-powder (1.0 g, 17.74 mmol) at room temperature. The reaction mixture was refluxed for 90P. 2, 6-Dibromo-pyridin-4-ylamine A solution of 15.3 G (54.3 MMOL) 2, 6-dibromo-4-nitro-pyridine and 18.5 ml (271.5 MMOL) 25percent aq. ammonia in 40 mi tetrahydrofurane was transferred to an autoclave and heated at 95 C for 2.5 h. After cooling to room temperature, the reaction was poured into water (200 mi) and extracted with dichloromethane (3 x 200 ML). The organic layers were dried over magnesium sulphate and concentrated in vacuo. The residue was crystallized from ethyl acetate/petroleum ether to afford 9.6 G (70percent) of the title compound as a yellow solid. m. p. 184-186 C.d) 2, 6-Dibromo-4-phenylpyridine; 3-Methylbutyl nitrite (0.50 mL, 3.57 mmol) was added dropwise to a stirred solution of 3-Methylbutyl nitrite (0.50 mL, 3.57 mmol) was added dropwise to a stirred solution of

Computed Properties

Molecular Weight:251.91
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:251.87207
Monoisotopic Mass:249.87412
Topological Polar Surface Area:38.9
Heavy Atom Count:9
Complexity:89
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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