ChemicalBook > CAS DataBase List > 6-Chloro-3-formyl-2-picoline

6-Chloro-3-formyl-2-picoline

Product Name
6-Chloro-3-formyl-2-picoline
CAS No.
884495-36-7
Chemical Name
6-Chloro-3-formyl-2-picoline
Synonyms
6-Chloro-2-methylnicotinaldehyde;6-Chloro-2-Methyl-pyridine-3-carbaldehyde;6-Chloro-3-formyl-2-picoline;6-Chloro-2-methyl-3-pyridinecarbaldehyde;2-Methyl-6-chloropyridine-3-carboxaldehyde;6-Chloro-2-methyl-3-pyridinecarboxaldehyde;6-Chloro-2-methyl-pyridine-3-carboxaldehyde;3-Pyridinecarboxaldehyde, 6-chloro-2-Methyl-;6-Chloro-3-formyl-2-picoline ISO 9001:2015 REACH
CBNumber
CB91458252
Molecular Formula
C7H6ClNO
Formula Weight
155.58
MOL File
884495-36-7.mol
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6-Chloro-3-formyl-2-picoline Property

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Appearance
White to off-white Solid
InChI
InChI=1S/C7H6ClNO/c1-5-6(4-10)2-3-7(8)9-5/h2-4H,1H3
InChIKey
BLLSRSWUYXEXNF-UHFFFAOYSA-N
SMILES
C1(C)=NC(Cl)=CC=C1C=O
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
C381198
Product name
6-Chloro-3-formyl-2-picoline
Packaging
50mg
Price
$45
Updated
2021/12/16
TRC
Product number
C381198
Product name
6-Chloro-3-formyl-2-picoline
Packaging
100mg
Price
$60
Updated
2021/12/16
Apolloscientific
Product number
OR959420
Product name
6-Chloro-2-methylpyridine-3-carbaldehyde
Purity
98%
Packaging
1g
Price
$185
Updated
2021/12/16
AK Scientific
Product number
Z0990
Product name
6-Chloro-3-formyl-2-methylpyridine
Packaging
1g
Price
$201
Updated
2021/12/16
Apolloscientific
Product number
OR959420
Product name
6-Chloro-2-methylpyridine-3-carbaldehyde
Purity
98%
Packaging
5g
Price
$415
Updated
2021/12/16
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6-Chloro-3-formyl-2-picoline Chemical Properties,Usage,Production

Uses

6-Chloro-3-formyl-2-picoline can be used as plasma kallikrein inhibitors.

Synthesis

132606-40-7

68-12-2

884495-36-7

Ether (Et2O) was added to a 3L three-neck flask followed by 5-bromo-2-chloro-6-methylpyridine (56.97 g, 0.28 mol). The reaction mixture was cooled to -78 °C and n-butyllithium (n-BuLi, 132 mL, 0.33 mol) was slowly added dropwise through the addition funnel while ensuring that the reaction temperature was maintained below -70 °C. After the dropwise addition was completed, the mixture was continued to be stirred at -78 °C for 30 min. Subsequently, N,N-dimethylformamide (DMF, 43 mL, 0.56 mol) was added dropwise at the same temperature. After completion of the dropwise addition, the cooling bath was removed and the reaction mixture was allowed to gradually warm up to room temperature and stirred for 1.5 hours. Upon completion of the reaction, the reaction was quenched with brine (300 mL). The organic and aqueous layers were separated and the aqueous layer was extracted with ether (150 mL). The organic layers were combined and adjusted to pH 3-4 with dilute hydrochloric acid (HCl) in a conical flask, then washed with saturated aqueous sodium bicarbonate (NaHCO3) (300 mL). The organic layer was separated and concentrated to dryness. The crude product was recrystallized from a solvent mixture of ether/hexane (200 mL, 1:1) to give a light yellow crystalline solid (19 g). The filtrate was concentrated and further purified by column chromatography (eluent: ethyl acetate/hexane, 1:9) to give another batch of product (13 g). Combining the two batches of products, the total yield was 71%. The structure of the product was confirmed by 1H NMR (CDCl3): δ 2.87 (s, 3H), 7.35 (d, 1H, J=9.0 Hz), 8.07 (d, 1H, J=9.0 Hz), 10.31 (s, 1H).

References

[1] Patent: WO2007/22371, 2007, A2. Location in patent: Page/Page column 50
[2] Patent: WO2014/28669, 2014, A1. Location in patent: Paragraph 00328

6-Chloro-3-formyl-2-picoline Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 6-Chloro-3-formyl-2-picoline manufacturers

Dideu Industries Group Limited
Product
6-Chloro-3-formyl-2-picoline 884495-36-7
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons min
Release date
2021-08-30
Career Henan Chemical Co
Product
6-Chloro-3-formyl-2-picoline 884495-36-7
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg; 2kg;10kg; 100kg
Release date
2019-08-30

884495-36-7, 6-Chloro-3-formyl-2-picolineRelated Search:


  • 6-Chloro-3-formyl-2-picoline
  • 6-Chloro-2-methyl-3-pyridinecarboxaldehyde
  • 6-Chloro-2-methylnicotinaldehyde
  • 6-Chloro-2-methyl-pyridine-3-carboxaldehyde
  • 6-Chloro-2-Methyl-pyridine-3-carbaldehyde
  • 3-Pyridinecarboxaldehyde, 6-chloro-2-Methyl-
  • 2-Methyl-6-chloropyridine-3-carboxaldehyde
  • 6-Chloro-3-formyl-2-picoline ISO 9001:2015 REACH
  • 6-Chloro-2-methyl-3-pyridinecarbaldehyde
  • 884495-36-7
  • Pyridine