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1(2H)-Pyridineaceticacid,2-imino-(9CI)

Product Name
1(2H)-Pyridineaceticacid,2-imino-(9CI)
CAS No.
126202-06-0
Chemical Name
1(2H)-Pyridineaceticacid,2-imino-(9CI)
Synonyms
1(2H)-Pyridineacetic acid, 2-imino-;2-(2-Iminopyridin-1(2H)-yl)acetic acid;1(2H)-Pyridineaceticacid,2-imino-(9CI)
CBNumber
CB41294066
Molecular Formula
C7H8N2O2
Formula Weight
152.15
MOL File
126202-06-0.mol
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1(2H)-Pyridineaceticacid,2-imino-(9CI) Property

Melting point:
257-258 °C
Boiling point:
308.0±44.0 °C(Predicted)
Density 
1.28±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
2.78±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

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N-Bromosuccinimide Price

TRC
Product number
I436003
Product name
2-(2-Iminopyridin-1(2H)-yl)aceticAcid
Packaging
500mg
Price
$175
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM1000412
Product name
(2-IMINO-2H-PYRIDIN-1-YL)-ACETIC ACID
Purity
95.00%
Packaging
5MG
Price
$504.65
Updated
2021/12/16
Matrix Scientific
Product number
133244
Product name
2-(2-Iminopyridin-1(2H)-yl)acetic acid
Purity
97%
Packaging
5g
Price
$931
Updated
2021/12/16
Matrix Scientific
Product number
133244
Product name
2-(2-Iminopyridin-1(2H)-yl)acetic acid
Purity
97%
Packaging
10g
Price
$1350
Updated
2021/12/16
Alichem
Product number
126202060
Product name
2-(2-Iminopyridin-1(2H)-yl)aceticacid
Packaging
25g
Price
$1474
Updated
2021/12/16
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1(2H)-Pyridineaceticacid,2-imino-(9CI) Chemical Properties,Usage,Production

Uses

2-(2-Iminopyridin-1(2H)-yl)acetic acid is a useful chemical in the preparation of organoselenium imidazo[1,2-a]pyridine compounds, which were studied for their antimicrobial properties.

Synthesis

504-29-0

79-11-8

126202-06-0

1. dissolve chloroacetic acid: add triethylamine (6.12 mL, 44 mmol) dropwise to water (6 mL) at room temperature and stir until chloroacetic acid (3.67 g, 38.8 mmol) is completely dissolved. 2. addition of 2-aminopyridine: 2-aminopyridine (4.3 g, 46 mmol) was added to the above solution, the reaction mixture was heated to 90 °C and refluxed for 5 hours. 3. Precipitation of Intermediate 2a: After completion of the reaction, cooled to room temperature, ethanol was added and the precipitate was precipitated by stirring at 5 °C for 2 hours. Filtered, washed with cold ethanol (4 mL) and dried to give Intermediate 2a (5.3 g, 89% yield). 4. Dissolve Intermediate 2a: Intermediate 2a (5.3 g, 34.8 mmol) was dissolved in toluene (25 mL). 5. Dropwise addition of phosphorus trichloride: Under reflux conditions, phosphorus trichloride (9.7 mL, 104 mmol) was added dropwise to the above solution and reflux was continued for 16 hours. 6. Post-treatment: After completion of the reaction, cool to room temperature, add cold water (100 mL) and stir for 15 minutes. Separate the aqueous layer, neutralize with 10% NaOH aqueous solution and filter the precipitate precipitated. The precipitate was dissolved in dichloromethane and the aqueous phase was extracted with dichloromethane (4 x 20 mL). The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuum to give a brown powder. 7. Purification: Purified by silica gel column chromatography using hexane:ethyl acetate (90:10) as eluent to obtain 2-chloroimidazo[1,2-a]pyridine (3a) (5.2 g, 98% yield). Note: 2-chloro-7-methylimidazo[1,2-a]pyridine (3b) can be prepared by the same method by substituting 2-amino-4-methylpyridine for 2-aminopyridine.

References

[1] European Journal of Medicinal Chemistry, 2016, vol. 123, p. 916 - 924
[2] New Journal of Chemistry, 2017, vol. 41, # 8, p. 2919 - 2926
[3] Patent: CN103508930, 2016, B. Location in patent: Paragraph 0330-0333
[4] Patent: KR2016/1508, 2016, A. Location in patent: Paragraph 0140-0143
[5] Tetrahedron Letters, 2012, vol. 53, # 3, p. 297 - 300

1(2H)-Pyridineaceticacid,2-imino-(9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

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1(2H)-Pyridineaceticacid,2-imino-(9CI) Suppliers

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126202-06-0, 1(2H)-Pyridineaceticacid,2-imino-(9CI)Related Search:


  • 1(2H)-Pyridineaceticacid,2-imino-(9CI)
  • 2-(2-Iminopyridin-1(2H)-yl)acetic acid
  • 1(2H)-Pyridineacetic acid, 2-imino-
  • 126202-06-0
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