3-Iodo-4-aminopyridine

Product Name: 3-Iodo-4-aminopyridine
CAS No.: 88511-27-7
Chemical Name: 3-Iodo-4-aminopyridine
Synonyms: 3-Iodo-4-aminopyridi;3-Iodo-4-pyridinamine;3-Iodopyridin-4-amine;4-AMINO-3-IODOPYRIDINE;3-IODO-4-AMINOPYRIDINE;4-Pyridinamine, 3-iodo-;3-IODO-PYRIDIN-4-YLAMINE;4-Amino-3-iodopyridine >4-AMino-3-iodopyridine 98%;4-Amino-3-iodopyridine, 95%
CBNumber: CB4403782
Molecular Formula: C5H5IN2
Formula Weight: 220.01
MOL File: 88511-27-7.mol

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3-Iodo-4-aminopyridine Property

Melting point:: 99.1-99.4°C
Boiling point:: 335.1±27.0 °C(Predicted)
Density: 2.055±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: soluble in Methanol
form: powder to crystal
pka: 7.34±0.12(Predicted)
color: White to Almost white
Sensitive: Light Sensitive
InChIKey: ZGOCEDVVZKFHSY-UHFFFAOYSA-N
CAS DataBase Reference: 88511-27-7(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 22-37/38-41
Safety Statements: 26-39
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 2933399990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 734780
Product name: 4-Amino-3-iodopyridine
Purity: 97%
Packaging: 1g
Price: $40.6
Updated: 2023/06/20

Sigma-Aldrich

Product number: 751251
Product name: 4-Amino-3-iodopyridine
Purity: 96%
Packaging: 1g
Price: $69.3
Updated: 2023/01/07

TCI Chemical

Product number: A2641
Product name: 4-Amino-3-iodopyridine
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $63
Updated: 2025/07/31

TCI Chemical

Product number: A2641
Product name: 4-Amino-3-iodopyridine
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $190
Updated: 2025/07/31

TRC

Product number: I686708
Product name: 3-Iodo-4-aminopyridine
Packaging: 2.5g
Price: $75
Updated: 2021/12/16

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3-Iodo-4-aminopyridine Chemical Properties,Usage,Production

Chemical Properties

Off-white solid

Uses

4-Amino-3-iodopyridine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

504-24-5

88511-27-7

General procedure for the synthesis of 4-amino-3-iodopyridine from 4-aminopyridine: A 2L three-necked round-bottomed flask was assembled with a mechanical stirrer, thermocouple, dosing funnel, nitrogen inlet, and reflux condenser fitted with a drying tube, and the flask was placed in a heating jacket. Glacial acetic acid (523 mL) was added to the flask and stirring was initiated. 4-Aminopyridine (20.95 g) was added to the reaction system in a single addition, and the temperature was raised to 30 °C exothermically during dissolution. Iodine monochloride (101 mL) was slowly added dropwise over a period of 2 hours, controlling the reaction temperature to no more than 45°C. The reaction temperature rose to 42°C at the end of the dropwise addition. At the end of the dropwise addition, the temperature was raised to 42℃. After the exothermic reaction subsided, the reaction mixture was heated, maintained at 45-50°C, and stirred continuously overnight and maintained for 10 days until the reaction was complete (the progress of the reaction was monitored by HPLC, MPP-LC1 (270) method, with retention times of 2.8 minutes and 8.1 minutes for the starting material and product, respectively). Upon completion of the reaction, the mixture was cooled to room temperature, diluted with 1.9 L of water, cooled to 0-5 °C in an ice-water bath, and the pH was adjusted to 10 with 50% sodium hydroxide solution (brown solid was produced during the adjustment, ice was added to control the temperature if necessary). Ethyl acetate (4L) was added for extraction, stirred and partitioned. The aqueous layer was extracted once more with fresh ethyl acetate (4L). The organic phases were combined and washed sequentially with 15% sodium thiosulfate solution (2 x 2L), water (2L) and saturated brine (2L) and dried over sodium sulfate. It was filtered and concentrated under reduced pressure to give a brown solid. The solid was dissolved in 1 L of dichloromethane containing 5% methanol, filtered through a silica plug (No. 2) and washed with 2 L of eluent. The brown waxy solid was evaporated under reduced pressure and dried under vacuum for at least 12 hours. The final product was 4-amino-3-iodopyridine (batch no. 1357-69-1) 173 g in 78% yield and 92.3% HPLC purity. The structure of the product was confirmed by mass spectrometry and 1H-NMR (300 MHz, CDCl3).

References

[1] European Journal of Organic Chemistry, 2012, # 30, p. 5935 - 5942,8
[2] Patent: US2009/306121, 2009, A1. Location in patent: Page/Page column 6-7; sheet 12
[3] Organic Process Research and Development, 2018, vol. 22, # 9, p. 1276 - 1281
[4] Patent: WO2013/127266, 2013, A1. Location in patent: Page/Page column 133; 134
[5] Patent: WO2013/127267, 2013, A1. Location in patent: Page/Page column 85

3-Iodo-4-aminopyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Iodo-4-aminopyridine Suppliers

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View Lastest Price from 3-Iodo-4-aminopyridine manufacturers

Dideu Industries Group Limited

Product: 3-Iodo-4-aminopyridine 88511-27-7
Price: US $1.10/g
Min. Order: 1g
Purity: 99.00%
Supply Ability: 100 Tons min
Release date: 2021-09-01

Career Henan Chemical Co

Product: 3-Iodo-4-aminopyridine 88511-27-7
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 1000KGS
Release date: 2019-12-20

88511-27-7, 3-Iodo-4-aminopyridineRelated Search:

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88511-27-7

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