5,6-Dimethoxy-2-(pyridine-4-yl)methylene-indan-1-one supplier

Name
5,6-Dimethoxy-2-(pyridine-4-yl)methylene-indan-1-one
EINECS 1312995-182-4
CAS No. 4803-74-1
Article Data11
CAS DataBase
Density 1.256 g/cm³
Solubility
Melting Point 210-211 °C
Formula C₁₇H₁₅NO₃
Boiling Point 499.9 °C at 760 mmHg
Molecular Weight 281.311
Flash Point 256.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Indanone,5,6-dimethoxy-2-(4-pyridylmethylene)- (7CI,8CI);
PSA 48.42000
LogP 2.92120

Synthetic route

: 872-85-5
pyridine-4-carbaldehyde

: 2107-69-9
5,6-dimethoxy-1-indanone

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

Conditions

Conditions	Yield
With potassium hydroxide In water at 25 - 30℃; for 3h; Product distribution / selectivity;	98%
Stage #1: pyridine-4-carbaldehyde; 5,6-dimethoxy-1-indanone With toluene-4-sulfonic acid In toluene for 6h; Heating / reflux; Stage #2: With sodium carbonate In water for 0.5 - 1h;	95.8%
With potassium iodide; calcium chloride In acetone at 40 - 50℃; for 4h; Reagent/catalyst; Time;	92.2%

: 872-85-5
pyridine-4-carbaldehyde

: 2747-08-2
2-bromo-5,6-dimethoxy-1-indanone

A: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

B: 5,6-dimethoxy-3-(pyridine-4-yl)spiro[indene-2,2'-oxiran]-1(3H)-one

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃; Darzens condensation; Inert atmosphere;

...Expand

: 872-85-5
pyridine-4-carbaldehyde

: 2747-08-2
2-bromo-5,6-dimethoxy-1-indanone

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 15 - 20℃; Darzens condensation; Inert atmosphere;

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 1034439-43-4
5,6-dimethoxy-2-[(4-piperidinyl)methyl]indane hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; 5%-palladium/activated carbon; hydrogen In methanol at 65℃; under 22801.5 Torr; for 480h;	97%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 5,6-dimethoxy-2-(piperidine-4-ylmethyl)-2,3-dihydro-1H-inden-1-one hydrochloride

Conditions

Conditions	Yield
Stage #1: 5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone With palladium 10% on activated carbon; ammonium formate In ethanol at 40 - 50℃; for 1.5h; Stage #2: With hydrogenchloride In dichloromethane; water for 2h; pH=4.5; pH-value; Reagent/catalyst;	90.1%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 100-44-7
benzyl chloride

: 1-benzyl-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h; Temperature; Time;	90%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 627-00-9
γ-chlorobutyric acid

: 1-(3-carboxypropyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	86%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 64-19-7
acetic acid

: C17H17NO3*C2H4O2

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In methanol at 55 - 60℃; under 6000.6 - 7500.75 Torr; Pressure; Temperature; Large scale;	83.8%

: 107-94-8
chloropropionic acid

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 1-(2-carboxyethyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	81%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 74-88-4
methyl iodide

: 1-methyl-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium iodide

Conditions

Conditions	Yield
In acetone for 48h; Reflux;	81%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 5-(chloromethyl)-2-hydroxy-4H-pyran-4-one

: 1-[(2-hydroxy-4H-pyran-4-one-5-yl)methyl]-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	77%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 107-05-1
3-chloroprop-1-ene

: 1-(2-propenyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	74%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 69194-89-4
p-chlorophenylsemicarbazide

: 1346911-17-8
3-(4-chlorophenyl)-N-(4-fluorophenyl)-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide

Conditions

Conditions	Yield
With acetic acid for 12h; Reflux;	72%
With acetic acid for 12h; Reflux;	72%
With acetic acid

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 4426-72-6, 51433-48-8
hydrazine carboxamide

: 1346911-48-5
C18H18N4O3

Conditions

Conditions	Yield
With acetic acid for 12h; Reflux;	72%
With acetic acid

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 153885-60-0
N-(4-fluorophenyl)hydrazinecarboxamide

: 1321920-29-9
3-(pyridin-4-yl)-N-(4-fluorophenyl)-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide

Conditions

Conditions	Yield
With acetic acid for 12h; Reflux;	72%
With acetic acid

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 1094769-79-5
C7H7ClFN3O

: 1321920-42-6
3-(pyridin-4-yl)-N-(3-chloro-4-fluorophenyl)-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide

Conditions

Conditions	Yield
With acetic acid for 12h; Reflux;	72%
With acetic acid

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 79-11-8
chloroacetic acid

: 1-(carboxymethyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	71%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 3433-80-5
1-Bromo-2-bromomethyl-benzene

: 1-(2-bromobenzyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	66%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 589-15-1
1-bromomethyl-4-bromobenzene

: 1-(4-bromobenzyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	66%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 823-78-9
meta-bromobenzyl bromide

: 1-(3-bromobenzyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	64%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 17433-93-1
4-(4-nitrophenyl)semicarbazide

: 1346911-31-6
3-(pyridin-4-yl)-N-(4-nitrophenyl)-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide

Conditions

Conditions	Yield
With acetic acid for 12h; Reflux;	62%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 611-19-8
1-chloro-2-(chloromethyl)benzene

: 1-(2-chlorobenzyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	60%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 111-25-1
1-bromo-hexane

: 1-hexyl-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	57%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 107-07-3
2-chloro-ethanol

: 1-(2-hydroxyethyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	56%

: 5891-21-4
5-chloro-2-pentanone

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 1-(4-oxopentyl)-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	56%

: 54035-94-8
N-(2-bromoethyl)pyrrolidine

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 1-[2-(pyrrolidin-1-yl)ethyl]-4-[(5,6-dimethoxy-1-indanone-2-ylidene)methyl]pyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	50%

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 4803-57-0
2-(pyridin-4-yl)methyl-5,6-dimethoxy-1-indanone

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In acetic acid at 80℃; under 760.051 Torr; for 6h;	35%
With hydrogen; 5%-palladium/activated carbon In methanol; dichloromethane under 1500.15 Torr; for 3h;
With hydrogen; palladium 10% on activated carbon In methanol; dichloromethane under 760.051 Torr; for 5h;

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 861675-47-0
5,6-dimethoxy-2-(4-piperidinylmethyl)-indan-1-one acetate

Conditions

Conditions	Yield
With hydrogen; acetic acid; 5%-palladium/activated carbon In methanol at 60 - 65℃; under 2280.15 - 3040.2 Torr; for 8h;

: 4803-74-1
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

: 100-39-0
benzyl bromide

: 178551-26-3
1-benzyl-4-[(5,6-dimethoxy-1-indanone-2-yl)methylene]pyridinium bromide

Conditions

Conditions	Yield
In butanone at 115 - 117℃; for 3h; Product distribution / selectivity; Reflux;

5,6-Dimethoxy-2-(pyridine-4-yl)methylene-indan-1-one Specification

The 1H-Inden-1-one,2,3-dihydro-5,6-dimethoxy-2-(4-pyridinylmethylene)- , with cas registry number of 4803-74-1, belongs to the categories of (1)Aromatics Compounds; (2)Aromatics; (3)Heterocycles; (4)Impurities; (5)Intermediates & Fine Chemicals; (6)Pharmaceuticals. Its systematic name is called 1H-inden-1-one, 2,3-dihydro-5,6-dimethoxy-2-(4-pyridinylmethylene)- . This chemical also has other synonyms such as 5,6-Dimethoxy-2-(pyridine-4-yl)methylene-indan-1-one ; 2,3-Dihydro-5,6-dimethoxy-2-(4-pyridinylmethylene)-1H-inden-1-one .

Physical properties about this chemical are: (1) ACD/LogP: 2.62 ; (2) # of Rule of 5 Violations: 0 ; (3) ACD/LogD (pH 5.5): 2.59 ; (4) ACD/LogD (pH 7.4): 2.62 ; (5) ACD/BCF (pH 5.5): 53.84 ; (6) ACD/BCF (pH 7.4): 57.38 ; (7) ACD/KOC (pH 5.5): 592.59 ; (8) ACD/KOC (pH 7.4): 631.57 ; (9) #H bond acceptors: 4 ; (10) #H bond donors: 0 ; (11) #Freely Rotating Bonds: 3 ; (12) Index of Refraction: 1.639 ; (13) Molar Refractivity: 80.64 cm³ ; (14) Molar Volume: 224 cm³ ; (15) Surface Tension: 54.3 dyne/cm ; (16) Density: 1.255 g/cm³ ; (17) Flash Point: 256.1 °C ; (18) Enthalpy of Vaporization: 76.83 kJ/mol ; (19) Boiling Point: 499.9 °C at 760 mmHg ; (20) Vapour Pressure: 4E-10 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1) SMILES:COc1cc2c(cc1OC)C(=O)C(=Cc3ccncc3)C2;
(2) InChI:InChI=1/C17H15NO3/c1-20-15-9-12-8-13(7-11-3-5-18-6-4-11)17(19)14(12)10-16(15)21-2/h3-7,9-10H,8H2,1-2H3;
(3) InChIKey:SUVQWDLUAIFZKM-UHFFFAOYAY

Product Name

5,6-Dimethoxy-2-(pyridine-4-yl)methylene-indan-1-one

Synthetic route

5,6-Dimethoxy-2-(pyridine-4-yl)methylene-indan-1-one Specification

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