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2-Amino-5-iodopyridine

2-Amino-5-iodopyridine structure

CAS No:
20511-12-0
Formula:
C5H5IN2
Chemical Name:
2-Amino-5-iodopyridine
Synonyms:
2-Pyridinamine,5-iodo-;Pyridine,2-amino-5-iodo-;5-Iodo-2-pyridinamine;5-Iodo-2-aminopyridine;2-Amino-5-iodopyridine;6-Amino-3-iodopyridine;NSC 31592;(5-Iodopyridin-2-yl)amine
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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Description

Light yellow needles

2-Amino-5-iodopyridine Basic Attributes

Molecular Weight：

220.01

Exact Mass：

220.01

BRN：

108738

EC Number：

-0

NSC Number：

31592

DSSTox ID：

DTXSID4066620

HScode：

2933399090

Characteristics

PSA：

38.9

XLogP3：

1.84960

Appearance：

light yellow to gray solid

Density：

2.1±0.1 g/cm3

Melting Point：

129 °C

Boiling Point：

224.9°C at 760 mmHg

Flash Point：

131.5±23.2 °C

Refractive Index：

1.703

Water Solubility：

H2O: Insoluble

Storage Conditions：

0-10°C

Vapor Pressure：

0.00169mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38-20/21/22

safety instructions：

26-36-37/39

Marks：

Xi,Xn

Hazard note：

Irritant

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H302 (13.04%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Amino-5-iodopyridine Use and Manufacturing

Methods of Manufacturing

Scheme C10 To a solution of 2-aminopyridine (10.2 g, 10.8 mol) in glacial acetic acid (65 mL) and water (13 mL), was added periodic acid (4.92 g, 21.6 mol) and iodine (11.0 g, 43.2 mol). The mixture was treated with H5-Iodo-2-aminopyridine To a solution of 2-aminopyridine 118 (500g. 53.0 mmoi) in dimethylsulfoxide (100 mL) was added iodine granules (809 g, 31.8 mmoi). The reaction mixture was heated at 100°C for 30 min. The reaction mixture was cooled to room temperature and quenched with 10percent sodium thiosulfate solution (1 0() mL) and extracted with ethyl acetate (250 mL). The organic layer was concentrated under reduced pressure, and purified by column chromatography (silica gel, MeOl-1/DCM) to afford 5-iodopyridin-2-arnine 119(2.8 g, 24percent) as a dark-yellow solid.A mixture of 2-aminopyridine (1) (2.4 g, 25 mmol), periodic acid dihydrate (0.86 g, 3.75 mmol), and iodine (2.7 g, 10.7 mmol) were heated in a mixed solution of acetic acid (60 ml), water (3 ml), and sulfuric acid (0.5 ml) at 80° C. for 4 h.

Manufacturing Info：

2-Pyridinamine, 5-iodo-: ACTIVE

Computed Properties

Molecular Weight:220.01
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:219.94975
Monoisotopic Mass:219.94975
Topological Polar Surface Area:38.9
Heavy Atom Count:8
Complexity:76.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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