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2-Amino-3-pyridinecarboxaldehyde

Product Name
2-Amino-3-pyridinecarboxaldehyde
CAS No.
7521-41-7
Chemical Name
2-Amino-3-pyridinecarboxaldehyde
Synonyms
2-AMINONICOTINALDEHYDE;3-PYRIDINECARBOXALDEHYDE, 2-AMINO-;3-formylpyridin-2-amine;2-AMINO-3-FORMYLPYRIDINE;2-aminonicotinaldehyde 1;2-Aminonicotinaldehyde 99%;2-Aminonicotinaldehyde >2-Aminopyridine-3-carboxaL;2-AMINO-PYRIDIN-3-CARBALDEHYDE;2-Amino-3-pyridinecarbaldehyde
CBNumber
CB2272966
Molecular Formula
C6H6N2O
Formula Weight
122.12
MOL File
7521-41-7.mol
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2-Amino-3-pyridinecarboxaldehyde Property

Melting point:
98-102 °C (lit.)
Boiling point:
290.7±25.0 °C(Predicted)
Density 
1.264±0.06 g/cm3(Predicted)
Flash point:
>300℃
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in Ether, Ethyl acetate, Chloroform (Slightly), Methanol (Slightly)
pka
4.99±0.36(Predicted)
form 
Powder, Crystals and/or Chunks
color 
Yellow to light brown
Water Solubility 
insoluble
Sensitive 
Air Sensitive
BRN 
109598
InChI
InChI=1S/C6H6N2O/c7-6-5(4-9)2-1-3-8-6/h1-4H,(H2,7,8)
InChIKey
NXMFJCRMSDRXLD-UHFFFAOYSA-N
SMILES
C1(N)=NC=CC=C1C=O
CAS DataBase Reference
7521-41-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36-36/37/39
WGK Germany 
3
HazardClass 
IRRITANT
PackingGroup 
II
HS Code 
29339900
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
639109
Product name
2-Amino-3-pyridinecarboxaldehyde
Purity
97%
Packaging
1g
Price
$97.6
Updated
2023/06/20
Sigma-Aldrich
Product number
639109
Product name
2-Amino-3-pyridinecarboxaldehyde
Purity
97%
Packaging
5g
Price
$438
Updated
2023/06/20
TCI Chemical
Product number
A1818
Product name
2-Aminonicotinaldehyde
Purity
>97.0%(GC)
Packaging
1g
Price
$52
Updated
2025/07/31
TCI Chemical
Product number
A1818
Product name
2-Aminonicotinaldehyde
Purity
>97.0%(GC)
Packaging
5g
Price
$154
Updated
2025/07/31
TRC
Product number
A618630
Product name
2-Aminonicotinaldehyde
Packaging
1g
Price
$105
Updated
2021/12/16
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2-Amino-3-pyridinecarboxaldehyde Chemical Properties,Usage,Production

Chemical Properties

yellow crystals

Uses

2-Aminonicotinaldehyde is commonly employed as a starting material for a wide variety of N-heterocyclic compounds (e.g. β-nicotyrine [N445000]) . 2-Aminonicotinaldehyde is also used as a reagent to synthesize hydrazones (e.g.thionaphthenquinone 3-hydrazone [T367720]), which possess antituburcular properties.

Preparation

Preparative Methods of 2-Amino-3-pyridinecarboxaldehyde: the reagent is best when freshly prepared. A multistep procedure starting from 2-amino-3- picoline has been improved upon by a simple two-step approach. Sulfamation of nicotinamide with ammonium sulfamate (both commercially available) provides 2-(3′-pyridyl)pyrido[2,3-d]pyridimine which may be hydrolyzed in 2 N HCl to provide the reagent (eq 1)[1]. Substituted derivatives of the reagent may be prepared via a similar intermediate.

Synthesis

7521-27-9

7521-41-7

General procedure for the synthesis of 2-amino-3-pyridinecarboxaldehyde from the compound (CAS: 7521-27-9): first, a 2 mol/L hydrochloric acid solution was prepared. The dried feedstock was transferred to a 50 mL single neck flask and about 30 mL of the above hydrochloric acid solution was added. The mixture was heated to reflux for 4 hours and subsequently cooled to room temperature. The pH of the reaction mixture was adjusted to 7-8 using 10 mol/L sodium hydroxide solution. 5 extractions were carried out with ether and the organic phases were combined and dried over anhydrous potassium carbonate. The solvent was removed by rotary evaporation to give a yellow solid product. Finally, it was purified by column chromatography (unfolding agent ratio VD TM/VEIQH = 30:1) and dried at low temperature to obtain pure 2-amino-3-pyridinecarboxaldehyde in light yellow color in 30% yield.

storage

2-Amino-3-pyridinecarboxaldehyde is somewhat more stable than 2-Aminobenzaldehyde and may be stored for up to several months at 0 °C under an inert atmosphere. Sublimation is a convenient method for the separation of higher oligomers which may accumulate during storage. Use in a fume hood.

References

1. (a) Caluwe, P. T 1980, 36, 2359. (b) Cheng, C.-C.; Yan, S.-J. OR 1982, 28, 37. (c) Thummel, R. P. SL 1992, 1.

2-Amino-3-pyridinecarboxaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Amino-3-pyridinecarboxaldehyde Suppliers

Shanghai Yurlic Chemical S&T Co.Ltd.
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021-37285141 15618858630
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021-37285142
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yancf@yulibiotech.com
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China
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Sci General Material & Chemical Ltd
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35177634@qq.com;1589045147@qq.com
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INTATRADE GmbH
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3B Pharmachem (Wuhan) International Co.,Ltd.
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future industrial shanghai co., ltd
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400-0066400 13621662912
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021-55660885
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View Lastest Price from 2-Amino-3-pyridinecarboxaldehyde manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
2-Amino-3-pyridinecarboxaldehyde 7521-41-7
Price
US $9.80/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-29
Shaanxi Dideu Medichem Co. Ltd
Product
2-Amino-3-pyridinecarboxaldehyde 7521-41-7
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2024-08-15
Hebei Zhanyao Biotechnology Co. Ltd
Product
2-Amino-3-pyridinecarboxaldehyde 7521-41-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2021-10-13

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