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2-Chloro-3-methoxyaniline

Product Name
2-Chloro-3-methoxyaniline
CAS No.
113206-03-4
Chemical Name
2-Chloro-3-methoxyaniline
Synonyms
2-chloro-3-Methoxy-;2-Chloro-3-methoxyaniline;2-chloro-3-methoxyl-aniline;2-Chloro-3-methoxybenzenamine;(2-Chloro-3-methoxyphenyl)amine;Benzenamine, 2-chloro-3-methoxy-;3-AMino-2-chloroanisole[2-Chloro-3-Methoxyaniline];1,3-ADAMANTANEDIMETHANOL,ALPHA,ALPHA,ALPHA'',ALPHA';1,3-ADAMANTANEDIMETHANOL,ALPHA,ALPHA,ALPHA'',ALPHA''-TETRAMETHYL-(6CI)
CBNumber
CB31465656
Molecular Formula
C7H8ClNO
Formula Weight
157.6
MOL File
113206-03-4.mol
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2-Chloro-3-methoxyaniline Property

Melting point:
50 °C
Boiling point:
125 °C(Press: 3 Torr)
Density 
1.234±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
2.23±0.10(Predicted)
Appearance
Gray to brown Solid
InChI
InChI=1S/C7H8ClNO/c1-10-6-4-2-3-5(9)7(6)8/h2-4H,9H2,1H3
InChIKey
ZWPVZYDSURGWSY-UHFFFAOYSA-N
SMILES
C1(N)=CC=CC(OC)=C1Cl
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

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

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

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N-Bromosuccinimide Price

TRC
Product number
C380690
Product name
2-Chloro-3-methoxyaniline
Packaging
1g
Price
$85
Updated
2021/12/16
TRC
Product number
C380690
Product name
2-Chloro-3-methoxyaniline
Packaging
10g
Price
$320
Updated
2021/12/16
TRC
Product number
C380690
Product name
2-Chloro-3-methoxyaniline
Packaging
25g
Price
$745
Updated
2021/12/16
Matrix Scientific
Product number
072566
Product name
2-Chloro-3-methoxyaniline
Purity
95+%
Packaging
1g
Price
$51
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC07940
Product name
2-Chloro-3-methoxyaniline
Packaging
2g
Price
$65.65
Updated
2021/12/16
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2-Chloro-3-methoxyaniline Chemical Properties,Usage,Production

Uses

2-Chloro-3-methoxyaniline is a reactant used in the preparation of dual inhibitors of CK2 and Pim kinases with antiproliferative activity against cancer cells.

Synthesis

3970-39-6

113206-03-4

General procedure for the synthesis of 2-chloro-3-methoxyaniline from 2-chloro-3-nitroanisole: 2-chloro-3-nitroanisole (1.38 g, 7.36 mmol) was dissolved in a solvent mixture of glacial acetic acid (19 mL) and acetonitrile (19 mL). To this solution was added iron powder (1.64 g, 29.4 mmol). The reaction mixture was stirred under reflux conditions for 3.5 hours. After completion of the reaction, the mixture was diluted with water (70 mL) and neutralized with solid sodium carbonate (Na2CO3). Subsequently, the product was extracted with dichloromethane (3 x 150 mL). The organic phases were combined, washed with saturated saline, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford the crude product 2-chloro-3-methoxyaniline (1.2 g, 100% yield) as a yellow oil. The product was used directly in the next reaction without further purification. Mass spectrometry (MS) analysis showed a molecular ion peak of 157.9 (MH)+; high performance liquid chromatography (HPLC, with TFA as additive) showed a purity of 86% at 220 nm.

References

[1] Patent: WO2004/103996, 2004, A1. Location in patent: Page 42-43
[2] Patent: WO2006/7700, 2006, A1. Location in patent: Page/Page column 62
[3] Patent: US2006/19905, 2006, A1. Location in patent: Page/Page column 25
[4] Patent: WO2006/85, 2006, A1. Location in patent: Page/Page column 77-78
[5] Chemistry - A European Journal, 2017, vol. 23, # 42, p. 9996 - 10000

2-Chloro-3-methoxyaniline Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-Chloro-3-methoxyaniline manufacturers

Career Henan Chemical Co
Product
2-Chloro-3-methoxyaniline 113206-03-4
Price
US $9.80/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1kg -1000kg
Release date
2020-01-03

113206-03-4, 2-Chloro-3-methoxyanilineRelated Search:


  • 2-Chloro-3-methoxybenzenamine
  • (2-Chloro-3-methoxyphenyl)amine
  • 2-Chloro-3-methoxyaniline
  • 1,3-ADAMANTANEDIMETHANOL,ALPHA,ALPHA,ALPHA'',ALPHA'
  • Benzenamine, 2-chloro-3-methoxy-
  • 2-chloro-3-methoxyl-aniline
  • 1,3-ADAMANTANEDIMETHANOL,ALPHA,ALPHA,ALPHA'',ALPHA''-TETRAMETHYL-(6CI)
  • 2-chloro-3-Methoxy-
  • 3-AMino-2-chloroanisole[2-Chloro-3-Methoxyaniline]
  • 113206-03-4
  • Naphthyridine,Quinoline
  • Drug Intermediates
  • API intermediates
  • Anilines, Amides & Amines
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • Chlorine Compounds