6-METHOXYISOQUINOLIN-1-OL

Product Name: 6-METHOXYISOQUINOLIN-1-OL
CAS No.: 26829-43-6
Chemical Name: 6-METHOXYISOQUINOLIN-1-OL
Synonyms: 6-Methoxy-1,2-dihydroisoquinolin-1-one;104617;6-METHOXYISOQUINOLIN-1-OL;6-Methoxyisoquinolin-1(2H);6-methoxy-2H-isoquinolin-1-one;6-methoxyisoquinolin-1(2H)-one;1(2H)-Isoquinolinone, 6-methoxy-;6-Methoxyisoquinolin-1(2H)-one
CBNumber: CB22464965
Molecular Formula: C10H9NO2
Formula Weight: 175.18
MOL File: 26829-43-6.mol

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6-METHOXYISOQUINOLIN-1-OL Property

Melting point:: 180 °C
Boiling point:: 438.5±45.0 °C(Predicted)
Density: 1.199±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: solid
pka: 12.79±0.20(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C10H9NO2/c1-13-8-2-3-9-7(6-8)4-5-11-10(9)12/h2-6H,1H3,(H,11,12)
InChIKey: DDLJWWYULDUBGA-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C=C(OC)C=C2)C=CN1

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Safety

HS Code: 2933499090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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: M341775
Product name: 6-Methoxyisoquinolin-1(2H)-one
Packaging: 10mg
Price: $45
Updated: 2021/12/16

TRC

Product number: M341775
Product name: 6-Methoxyisoquinolin-1(2H)-one
Packaging: 100mg
Price: $155
Updated: 2021/12/16

Apolloscientific

Product number: OR952438
Product name: 6-Methoxyisoquinolin-1(2H)-one
Purity: 95%
Packaging: 250mg
Price: $195
Updated: 2021/12/16

AK Scientific

Product number: 2438AB
Product name: 6-Methoxyisoquinolin-1(2H)-one
Packaging: 1g
Price: $320
Updated: 2021/12/16

Apolloscientific

Product number: OR952438
Product name: 6-Methoxyisoquinolin-1(2H)-one
Purity: 95%
Packaging: 1g
Price: $480
Updated: 2021/12/16

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6-METHOXYISOQUINOLIN-1-OL Chemical Properties,Usage,Production

Synthesis

6099-04-3

26829-43-6

Step 1: Ethyl chloroformate (~1.5 eq.) was added slowly and dropwise to a solution of acetone (80 mL) containing 3-methoxycinnamic acid (11.0 g, 62 mmol) and triethylamine (12.5 g, 124 mmol) at 0 °C. After maintaining the reaction at this temperature for 1 hour, aqueous NaN3 (6.40 g, 100 mmol dissolved in 35 mL H2O) was added dropwise and the reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, water (100 mL) was added and volatiles were removed under vacuum. The reaction mixture was extracted with toluene (3 x 50 mL) and the organic layers were combined, dried with MgSO4 and filtered. The filtrate was slowly added dropwise to a preheated mixture of diphenylmethane (50 mL) and tributylamine (30 mL), and toluene was removed by distillation during the dropwise addition. After the dropwise addition, the reaction temperature was raised to 210 °C and maintained for 2 hours. At the end of the reaction, the mixture was cooled, the precipitated product was collected by filtration, washed with hexane (2 x 50 mL) and dried to give 6-methoxyisoquinolin-1(2H)-one as a white solid (5.53 g, 51% yield) (Ref. Nicolas Briet et al., Tetrahedron, 2002, 5761-5766).LC-MS Analysis showed MS m/z 176 (M++H).

References

[1] Patent: US2009/285773, 2009, A1. Location in patent: Page/Page column 12
[2] Patent: WO2005/46712, 2005, A1. Location in patent: Page/Page column 57; 58
[3] Patent: US2005/143316, 2005, A1. Location in patent: Page/Page column 34
[4] Patent: US2013/115190, 2013, A1
[5] Patent: US2015/376233, 2015, A1

6-METHOXYISOQUINOLIN-1-OL Preparation Products And Raw materials

Raw materials

Preparation Products

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6-METHOXYISOQUINOLIN-1-OL Suppliers

China 54 India 2 United States 4 Global 60

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26829-43-6, 6-METHOXYISOQUINOLIN-1-OLRelated Search:

6-methoxypyridine-2-carbonitrile 3-Quinolinol, 6-Methoxy- 6-METHOXY-3-METHYL-1H-INDAZOLE 6-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE 6-Methoxy-3(2H)-isoquinolinone 6-METHOXY-1,2,3,4-TETRAHYDRO-PYRIDO[2,3-B]PYRAZINE 4-HYDROXY-6-METHOXYQUINOLINE 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 6-METHOXYQUINOLIN-2-AMINE 6-HYDROXYCAPROIC ACID

6-METHOXYISOQUINOLIN-1-OL

6-methoxyisoquinolin-1(2H)-one

6-Methoxy-1,2-dihydroisoquinolin-1-one

6-methoxy-2H-isoquinolin-1-one

6-Methoxyisoquinolin-1(2H)

104617

1(2H)-Isoquinolinone, 6-methoxy-

6-Methoxyisoquinolin-1(2<i>H</i>)-one

26829-43-6