ChemicalBook >> CAS DataBase List >>2-Amino-5-chloropyridine-3-carboxylic acid

2-Amino-5-chloropyridine-3-carboxylic acid

CAS No.
58584-92-2
Chemical Name:
2-Amino-5-chloropyridine-3-carboxylic acid
Synonyms
100006;2-Amino-6-chloronicotinic...;2-Amino-6-chloronicotinic acid 97%;58584-92-2;2-Amino-6-chloropyridine-3-carboxylicacid;2-Amino-6-chloropyridin-3-carboxylic acid;2-Amino-6-chloro-3-pyridinecarboxylic acid;3-Pyridinecarboxylic acid, 2-aMino-6-chloro-
CBNumber:
CB21471104
Molecular Formula:
C6H5ClN2O2
Molecular Weight:
172.57
MDL Number:
MFCD11045328
MOL File:
58584-92-2.mol
MSDS File:
SDS
Last updated:2026-05-27 23:56:56
Product description Number Pack Size Price
2-Amino-6-chloropyridine-3-carboxylic acid 97% 772488 500mg $81.8
2-Amino-6-chloronicotinic acid 4H57-5-09 5g $250
2-Amino-6-chloronicotinic acid 4H57-5-09 25g $750
2-Amino-6-chloronicotinic acid 046233 5.00g $75
2-Amino-6-chloronicotinic acid 046233 10.00g $88
More product size

2-Amino-5-chloropyridine-3-carboxylic acid Properties

Melting point 195-197°(dec)
Boiling point 383.3±42.0 °C(Predicted)
Density 1.577±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form solid
pka 3.98±0.10(Predicted)
Appearance Off-white to light brown Solid
InChIKey INERBKPRIWEQRQ-UHFFFAOYSA-N
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
HazardClass  IRRITANT
HS Code  2936290000

2-Amino-5-chloropyridine-3-carboxylic acid price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 772488 2-Amino-6-chloropyridine-3-carboxylic acid 97% 58584-92-2 500mg $81.8 2023-01-07 Buy
SynQuest Laboratories 4H57-5-09 2-Amino-6-chloronicotinic acid 58584-92-2 5g $250 2026-05-22 Buy
SynQuest Laboratories 4H57-5-09 2-Amino-6-chloronicotinic acid 58584-92-2 25g $750 2026-05-22 Buy
Matrix Scientific 046233 2-Amino-6-chloronicotinic acid 58584-92-2 5.00g $75 2026-05-18 Buy
Matrix Scientific 046233 2-Amino-6-chloronicotinic acid 58584-92-2 10.00g $88 2026-05-18 Buy
Product number Packaging Price Buy
772488 500mg $81.8 Buy
4H57-5-09 5g $250 Buy
4H57-5-09 25g $750 Buy
046233 5.00g $75 Buy
046233 10.00g $88 Buy

2-Amino-5-chloropyridine-3-carboxylic acid Chemical Properties,Uses,Production

Uses

2-Amino-6-chloronicotinic Acid is a useful synthetic intermediate. It is used in the synthesis of thiamine antagonist transketolase inhibitors. It is also used to prepare 2-aminonicotinic acid 1-oxides as inhibitors of quinolinic acid synthesis in the mammalian brain.

Synthesis

2,6-Dichloronicotinic acid

38496-18-3

2-Amino-5-chloropyridine-3-carboxylic acid

58584-92-2

The general procedure for the synthesis of 2-amino-6-chloronicotinic acid (Inter.2) using 2,6-dichloronicotinic acid (Inter.I) as starting material is as follows: 1. 2,6-dichloronicotinic acid (Inter.I) (1 equiv.) was mixed with liquid ammonia to prepare a 0.6 M ammonia solution. 2. The suspension is transferred to a pressure vessel, sealed and slowly heated to 130°C. At this temperature, the system pressure reaches 18 bar. 3. The temperature and pressure conditions were maintained for 16 hours. 4. upon completion of the reaction, cool the mixture to room temperature. 5. carefully open the pressure vessel and pour the reaction mixture into ice-cold water (in the same volume as the volume of reactants). 6. Acidify the solution to pH 1-2 using concentrated hydrochloric acid, at which point a precipitate is formed. 7. Warm the acidic mixture to room temperature and continue stirring for 30 minutes. 8. Extract the suspension with ether (400 ml each time, 3 times). 9. The organic extracts were combined, filtered and the filtrate was concentrated under vacuum to give a white solid. 10. The resulting solid was dried over P2O5 to afford the target compound 2-amino-6-chloronicotinic acid (Inter.2) in 90% yield and 96% purity. The product can be used directly without further purification. Mass spectral data: m/z (LC-MS ESP): 173 [M + H]+, retention time R/T = 3.63 min.

References

[1] Patent: WO2016/198400, 2016, A1. Location in patent: Page/Page column 65
[2] Patent: WO2007/60404, 2007, A1. Location in patent: Page/Page column 57-58
[3] Patent: WO2008/23161, 2008, A1. Location in patent: Page/Page column 99
[4] Patent: US2009/99174, 2009, A1
[5] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 5, p. 1212 - 1216

38496-18-3
58584-92-2
Synthesis of 2-Amino-5-chloropyridine-3-carboxylic acid from 2,6-Dichloronicotinic acid

2-Amino-5-chloropyridine-3-carboxylic acid Preparation Products And Raw materials

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View Lastest Price from 2-Amino-5-chloropyridine-3-carboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Amino-5-chloropyridine-3-carboxylic acid pictures 2019-07-06 2-Amino-5-chloropyridine-3-carboxylic acid
58584-92-2
$1.00 1KG 99% Career Henan Chemical Co

2-Amino-5-chloropyridine-3-carboxylic acid Spectrum

2-Amino-6-chloronicotinic acid 97% 100006 2-Amino-6-chloropyridine-3-carboxylicacid 2-Amino-6-chloronicotinic... 3-Pyridinecarboxylic acid, 2-aMino-6-chloro- 2-Amino-6-chloro-3-pyridinecarboxylic acid 58584-92-2 2-Amino-6-chloropyridin-3-carboxylic acid 58584-92-2