ChemicalBook > CAS DataBase List > 6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

Product Name
6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
CAS No.
22246-12-4
Chemical Name
6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
Synonyms
6-METHOXY-3,4-DIHYDROISOQUINOLIN-1(2H)-ONE;105298;in-1(2H)-one;6-Methoxy-3,4-dihydroisoquinoL;6-METHOXY-3,4-1(1H)-ISOQUINOLINONE;6-methoxy-3,4-dihydroisoquinolin-1-ol;3,4-Dihydro-6-methoxy-1(2H)-isoquinolinone;6-METHOXY-3,4-DIHYDRO-1(2H)-ISOQUINOLINONE;6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE;1(2H)-Isoquinolinone, 3,4-dihydro-6-methoxy-
CBNumber
CB8263452
Molecular Formula
C10H11NO2
Formula Weight
177.2
MOL File
22246-12-4.mol
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6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Property

Melting point:
136-138℃
Boiling point:
439.8±45.0 °C(Predicted)
Density 
1.159
storage temp. 
Sealed in dry,Room Temperature
pka
14.77±0.20(Predicted)
Appearance
White to yellow Solid
InChI
InChI=1S/C10H11NO2/c1-13-8-2-3-9-7(6-8)4-5-11-10(9)12/h2-3,6H,4-5H2,1H3,(H,11,12)
InChIKey
WLQWIZAWNPYMBR-UHFFFAOYSA-N
SMILES
C1(=O)C2=C(C=C(OC)C=C2)CCN1
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Safety

HS Code 
2933499090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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
M265453
Product name
6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one
Packaging
50mg
Price
$45
Updated
2021/12/16
Ark Pharm
Product number
P000387188
Product name
6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one
Purity
97%
Packaging
1g
Price
$70
Updated
2021/12/16
Matrix Scientific
Product number
072195
Product name
6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one
Purity
95+%
Packaging
1g
Price
$79
Updated
2021/12/16
ChemScene
Product number
CS-0018999
Product name
6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one
Packaging
1g
Price
$101
Updated
2021/12/16
Ark Pharm
Product number
P000387188
Product name
6-Methoxy-3,4-dihydroisoquinolin-1(2H)-one
Purity
97%
Packaging
5g
Price
$212
Updated
2021/12/16
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6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Chemical Properties,Usage,Production

Synthesis

110192-21-7

22246-12-4

General procedure for the synthesis of 6-(methoxy)-3,4-dihydro-1(2H)-isoquinolinone from the compound (CAS:110192-21-7): the feedstock compound (35.0 g, 167.26 mmol) was slowly added to preheated polyphosphoric acid (184 mL, 183.99 mmol) at 120 °C, keeping the temperature at 120 °C. The reaction mixture was stirred at room temperature for 6 h. Subsequently, the reaction was quenched with ice water, alkalized with K2CO3 to pH neutral and extracted with dichloromethane (DCM). The organic layers were combined, dried with anhydrous Na2SO4, filtered and the solvent concentrated. The crude product was purified by silica gel column chromatography using ethyl acetate (EtOAc)/hexane (1:1) as eluent to afford the target product 6-(methoxy)-3,4-dihydro-1(2H)-isoquinolone (38.5 g, 218 mmol, 76% yield) as a white solid.1H NMR (500 MHz, CDCl3) δ 8.01 (d, J = 8.7 Hz, 1H), 6.90 (d, J = 8.7 Hz, 1H), 6.86 (dd, J = 8.7, 2.4 Hz, 1H), 6.71 (d, J = 2.4 Hz, 1H), 3.85 (s, 3H), 3.56 (td, J = 6.6, 2.8 Hz, 2H), 2.96 (t, J = 6.6 Hz, 2H); EI/ MS m/z 177.1 [M+].

References

[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 2, p. 207 - 219
[2] Patent: US2017/145007, 2017, A1. Location in patent: Paragraph 0322-0325
[3] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 4, p. 789 - 801
[4] Patent: WO2012/97682, 2012, A1. Location in patent: Page/Page column 134
[5] Patent: WO2012/97684, 2012, A1. Location in patent: Page/Page column 108

6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE Suppliers

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View Lastest Price from 6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE manufacturers

Career Henan Chemical Co
Product
6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE 22246-12-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2020-01-09

22246-12-4, 6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONERelated Search:


  • 6-METHOXY-3,4-DIHYDRO-1(2H)-ISOQUINOLINONE
  • 6-METHOXY-3,4-1(1H)-ISOQUINOLINONE
  • 1(2H)-Isoquinolinone, 3,4-dihydro-6-methoxy-
  • 6-(Methyloxy)-3,4-dihydro-1(2H)-isoquinolinone
  • 6-Methoxy-1,2,3,4-tetrahydroisoquinolin-1-one
  • 6-METHOXY-3,4-DIHYDROISOQUINOLIN-1(2H)-ONE
  • 6-METHOXY-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
  • 6-Methoxy-1-oxo-1,2,3,4-tetrahydroisoquinoline
  • 6-methoxy-3,4-dihydroisoquinolin-1-ol
  • 3,4-Dihydro-6-methoxy-1(2H)-isoquinolinone
  • 105298
  • 6-Methoxy-3,4-dihydroisoquinoL
  • in-1(2H)-one
  • 22246-12-4
  • Quinoline series