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2103-57-3

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2103-57-3 Usage

Description

2,3,4-Trimethoxybenzaldehyde is a trimethoxylated aromatic aldehyde characterized by its white to light yellow crystalline or powder form. It is an organic compound with the molecular formula C10H12O4 and is known for its distinct chemical properties.

Uses

Used in Pharmaceutical Industry:
2,3,4-Trimethoxybenzaldehyde is used as an impurity in the anti-anginal drug Trimetazidine (T795610). Its presence in the drug is significant as it can impact the drug's efficacy and safety profile.
Used in Research and Development:
2,3,4-Trimethoxybenzaldehyde is utilized in studying the effects of the compound on tubulin-dependent GTP hydrolysis. This research is crucial for understanding the compound's potential applications in various biological and medical fields, as it can provide insights into its mechanism of action and possible therapeutic uses.

Check Digit Verification of cas no

The CAS Registry Mumber 2103-57-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,0 and 3 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2103-57:
(6*2)+(5*1)+(4*0)+(3*3)+(2*5)+(1*7)=43
43 % 10 = 3
So 2103-57-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O4/c1-12-8-5-4-7(6-11)9(13-2)10(8)14-3/h4-6H,1-3H3

2103-57-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A10609)  2,3,4-Trimethoxybenzaldehyde, 98+%   

  • 2103-57-3

  • 10g

  • 323.0CNY

  • Detail
  • Alfa Aesar

  • (A10609)  2,3,4-Trimethoxybenzaldehyde, 98+%   

  • 2103-57-3

  • 50g

  • 1263.0CNY

  • Detail
  • Alfa Aesar

  • (A10609)  2,3,4-Trimethoxybenzaldehyde, 98+%   

  • 2103-57-3

  • 250g

  • 5688.0CNY

  • Detail
  • Sigma-Aldrich

  • (68325)  2,3,4-Trimethoxybenzaldehyde  certified reference material, TraceCERT®

  • 2103-57-3

  • 68325-100MG

  • 968.76CNY

  • Detail

2103-57-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3,4-Trimethoxybenzaldehyde

1.2 Other means of identification

Product number -
Other names 2,3,4-trimethoxybenzene carboxaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2103-57-3 SDS

2103-57-3Synthetic route

2,3,4-trihydroxybenzylaldehyde
2144-08-3

2,3,4-trihydroxybenzylaldehyde

methyl iodide
74-88-4

methyl iodide

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 24h;97.2%
With potassium carbonate In acetone at 80℃; for 12h; Inert atmosphere; Schlenk technique;89%
With potassium carbonate In acetone
2,3,4-trimethoxybenzylalcohol
71989-96-3

2,3,4-trimethoxybenzylalcohol

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [CuNi(-OAc)(μ-OH)(μ-OH2)(bpy)2](ClO4)2; dihydrogen peroxide In water at 70℃; for 2h;97%
With oxygen; Nafion polymer anchored ruthenium oxide pyrochlore composite In acetone at 20℃; under 760.051 Torr; for 7.5h;95%
With dihydrogen peroxide at 20 - 70℃; for 3.5h; Catalytic behavior;94%
formaldehyd
50-00-0

formaldehyd

1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate; magnesium chloride for 5h; Concentration; Reflux;82.9%
acetic acid acetoxy-(2,3,4-trimethoxy-phenyl)-methyl ester

acetic acid acetoxy-(2,3,4-trimethoxy-phenyl)-methyl ester

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
β‐cyclodextrin In methanol; water at 60℃; for 8h; Product distribution;80%
1,2,3-Trimethoxy-4-phenethyloxymethyl-benzene
121336-22-9

1,2,3-Trimethoxy-4-phenethyloxymethyl-benzene

A

2-phenylethanol
60-12-8

2-phenylethanol

B

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 0.5h;A 60%
B 75%
1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 70 - 80℃; for 10h;74%
1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

difluoromethyl phenyl sulfide
1535-67-7

difluoromethyl phenyl sulfide

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 1,2,3-trimethoxybenzene; difluoromethyl phenyl sulfide With tin(IV) chloride In dichloromethane at 20℃; for 2h; Inert atmosphere;
Stage #2: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; dimethyl sulfoxide at 20℃; for 2h;
72%
2,3,4-trimethoxy-benzaldehyde oxime

2,3,4-trimethoxy-benzaldehyde oxime

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With zeolyte H-Y supported KMnO4 In 1,2-dichloro-ethane for 0.5h; Ambient temperature;68%
2,3,4-trimethoxy-N,N-dimethylbenzylamine
90704-71-5

2,3,4-trimethoxy-N,N-dimethylbenzylamine

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-2,3,4-trimethoxybenzylamine With iodine; sodium carbonate In 1,4-dioxane at 20℃; for 12h;
Stage #2: With water In 1,4-dioxane for 3h;
64%
1,2,3-trimethoxy-4-methylbenzene
33257-15-7

1,2,3-trimethoxy-4-methylbenzene

Mangantriacetat

Mangantriacetat

A

2,3,4-trimethoxybenzyl aceteate

2,3,4-trimethoxybenzyl aceteate

B

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With *5H2O; lithium chloride In acetic acid at 100℃; for 3.4h;A 34%
B 26%
1,2,3-trimethoxy-4-methylbenzene
33257-15-7

1,2,3-trimethoxy-4-methylbenzene

A

2,3,4-trimethoxybenzyl aceteate

2,3,4-trimethoxybenzyl aceteate

B

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With *5H2O; lithium chloride In acetic acid at 100℃; for 3.4h;A 34%
B 26%
1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With acetic acid In tetrahydrofuran; N-methyl-acetamide; hexane24%
malonic acid
141-82-2

malonic acid

1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

A

2,3,4-Trimethoxy-benzoic acid
573-11-5

2,3,4-Trimethoxy-benzoic acid

B

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With manganese triacetate In acetic acid for 0.0166667h; Heating; Yields of byproduct given;A 9%
B n/a
hydrogen cyanide
74-90-8

hydrogen cyanide

1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride; benzene anschliessend Erhitzen mit Wasser;
With hydrogenchloride; aluminium trichloride; benzene at 0 - 40℃; und nachfolgenden Zersetzen mit Eis;
3,4-dimethoxysalicylaldehyde
19283-70-6

3,4-dimethoxysalicylaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With alkaline solution
1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With trichlorophosphate
2,3-dihydroxy-4-methoxybenzaldehyde
4055-69-0

2,3-dihydroxy-4-methoxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate; acetone
dimethyl sulfate
77-78-1

dimethyl sulfate

2.3.4-trioxy-benzaldehyde

2.3.4-trioxy-benzaldehyde

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide anschliessend in einer Wasserstoff-Atmosphaere;
2,3-dimethoxyphenol
5150-42-5

2,3-dimethoxyphenol

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl; ZnCl2; diethyl ether / Erhitzen des Reaktionsprodukts mit Wasser
2: aqueous alkaline solution
View Scheme
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0 - 20℃; Inert atmosphere;
With titanium tetrachloride In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;52.7 g
2,3,4-trihydroxybenzylaldehyde
2144-08-3

2,3,4-trihydroxybenzylaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 2,3,4-trihydroxybenzylaldehyde With potassium carbonate In acetone at 20℃; for 0.25h;
Stage #2: dimethyl sulfate In acetone for 8h; Reflux;
C11H15NO6
1111086-84-0

C11H15NO6

A

C11H15NO6

C11H15NO6

B

C11H15NO6

C11H15NO6

C

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Conditions
ConditionsYield
With hydroxynitrile lyase from Arabidopsis thaliana In aq. phosphate buffer; (2)H8-toluene at 30℃; for 3h; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
C n/a
2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

3,4-dimethoxysalicylaldehyde
19283-70-6

3,4-dimethoxysalicylaldehyde

Conditions
ConditionsYield
With aluminium trichloride In benzene for 3h; Heating;100%
With aluminum (III) chloride In dichloromethane at -5 - 25℃;92%
With aluminium trichloride In benzene 1.) RT, 5 min, 2.) 70-80 deg C, 6 h;90.5%
2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

2,3,4-trimethoxy-6-nitrobenzaldehyde
52978-83-3

2,3,4-trimethoxy-6-nitrobenzaldehyde

Conditions
ConditionsYield
With nitric acid; acetic acid at 0℃; for 0.5h;100%
With nitric acid; acetic acid at 20℃; for 0.166667h;100%
With nitric acid; acetic acid at 0℃; for 1.5h; Inert atmosphere;80%
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

[Hydroxy-(2,3,4-trimethoxy-phenyl)-methyl]-phosphonic acid diethyl ester
181178-75-6

[Hydroxy-(2,3,4-trimethoxy-phenyl)-methyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With aluminum oxide for 48h; Ambient temperature;100%
2,2-dimethoxyethylamine
22483-09-6

2,2-dimethoxyethylamine

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

(2,3,4-trimethoxybenzylidene)-(2,2-dimethoxyethyl)amine
54879-68-4

(2,3,4-trimethoxybenzylidene)-(2,2-dimethoxyethyl)amine

Conditions
ConditionsYield
In benzene for 4h; Heating;100%
carbon tetrabromide
558-13-4

carbon tetrabromide

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

1-(2,2-dibromovinyl)-2,3,4-trimethoxybenzene
849186-15-8

1-(2,2-dibromovinyl)-2,3,4-trimethoxybenzene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane100%
3-bromopropylamine hydrochloride
5003-71-4

3-bromopropylamine hydrochloride

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

2,3,4-trimethoxybenzylidene-(3-bromo-1-propylamine)

2,3,4-trimethoxybenzylidene-(3-bromo-1-propylamine)

Conditions
ConditionsYield
Stage #1: 3-bromopropylamine hydrochloride With triethylamine In chloroform at 20℃; for 0.0833333h;
Stage #2: 2,3,4-trimethoxybenzaldehyde With magnesium sulfate In chloroform at 20℃; for 16h;
100%
aniline
62-53-3

aniline

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

N-(2,3,4-trimethoxybenzylidene)aniline
31434-97-6

N-(2,3,4-trimethoxybenzylidene)aniline

Conditions
ConditionsYield
at 80℃; under 15.0015 Torr; for 3h;100%
2'-(propargyloxy)acetophenone
41580-73-8

2'-(propargyloxy)acetophenone

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

1-(2-prop-2-ynyloxy-phenyl)-3-(2,3,4-trimethoxy-phenyl)-propenone
1227420-53-2

1-(2-prop-2-ynyloxy-phenyl)-3-(2,3,4-trimethoxy-phenyl)-propenone

Conditions
ConditionsYield
Stage #1: 2'-(propargyloxy)acetophenone With sodium hydroxide In methanol at 25℃; for 0.5h; Claisen-Schmidt condensation;
Stage #2: 2,3,4-trimethoxybenzaldehyde In methanol at 25℃; Claisen-Schmidt condensation;
100%
malonic acid
141-82-2

malonic acid

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

trans-2,3,4-trimethoxycinnamic acid
116406-19-0

trans-2,3,4-trimethoxycinnamic acid

Conditions
ConditionsYield
With piperidine; pyridine for 6h; Reflux;99%
With piperidine
With piperidine; pyridine
With pyridine at 90℃; Knoevenagel Condensation;
2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

2,3-dihydroxy-4-methoxybenzaldehyde
4055-69-0

2,3-dihydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With boron trichloride In dichloromethane at 0℃; Inert atmosphere;99%
With boron trichloride In dichloromethane at 0℃; for 48h; Inert atmosphere;99%
With boron trichloride In dichloromethane at 0℃; Inert atmosphere;96%
t-butoxycarbonylhydrazine
870-46-2

t-butoxycarbonylhydrazine

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

N'-[1-(2,3,4-Trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazinecarboxylic acid tert-butyl ester

N'-[1-(2,3,4-Trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
In ethanol for 3h; Heating;99%
1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

(E)-1-(4-methoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one

(E)-1-(4-methoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one

Conditions
ConditionsYield
Stage #1: 1-(4-methoxyphenyl)ethanone With sodium hydroxide In ethanol; water at 20℃; for 0.0833333h; Claisen-Schmidt Condensation;
Stage #2: 2,3,4-trimethoxybenzaldehyde at 20℃; Claisen-Schmidt Condensation;
99%
1-crotonoylpiperidine
50838-22-7

1-crotonoylpiperidine

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

(2E,4E)-1-(piperidin-1-yl)-5-(2,3,4-trimethoxyphenyl)penta-2,4-dien-1-one

(2E,4E)-1-(piperidin-1-yl)-5-(2,3,4-trimethoxyphenyl)penta-2,4-dien-1-one

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide at 20℃; for 8h;99%
dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

(S)-1-(2,3,4-trimethoxyphenyl)ethan-1-ol

(S)-1-(2,3,4-trimethoxyphenyl)ethan-1-ol

Conditions
ConditionsYield
Stage #1: dimethyl zinc(II) With C41H42N2O3 In hexane; toluene at 0 - 40℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: 2,3,4-trimethoxybenzaldehyde In hexane; toluene at 0 - 30℃; Inert atmosphere; Schlenk technique; enantioselective reaction;
99%
N-crotonoylpiperidine
3626-69-5

N-crotonoylpiperidine

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

(2E,4E)-1-(piperidin-1-yl)-5-(2,3,4-trimethoxyphenyl)penta-2,4-dien-1-one

(2E,4E)-1-(piperidin-1-yl)-5-(2,3,4-trimethoxyphenyl)penta-2,4-dien-1-one

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide at 20℃; for 8h;99%
2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

2,3,4-trimethoxyphenol
19676-64-3

2,3,4-trimethoxyphenol

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane98%
With dihydrogen peroxide; sulfuric acid In methanol for 1h; Ambient temperature;97%
With sulfuric acid; dihydrogen peroxide In methanol Inert atmosphere;97%
2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

2,3,4-trimethoxybenzylalcohol
71989-96-3

2,3,4-trimethoxybenzylalcohol

Conditions
ConditionsYield
With water; nickel dichloride; zinc In N,N-dimethyl-formamide for 2h; Ambient temperature;98%
With cobalt(II) chloride; zinc In water; N,N-dimethyl-formamide for 1.5h; Ambient temperature;98%
With sodium tetrahydroborate In methanol; hexane; ethyl acetate at 0℃; for 0.5h;98%
ethanethiol
75-08-1

ethanethiol

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

1-(bis(ethylthio)methyl)-2,3,4-trimethoxybenzene
1073536-41-0

1-(bis(ethylthio)methyl)-2,3,4-trimethoxybenzene

Conditions
ConditionsYield
With hafnium(IV) trifluoromethanesulfonate In dichloromethane at 20℃; for 0.166667h;98%
With silica gel-supported phosphorus pentoxide at 20℃; Neat (no solvent);92%
dimedone
126-81-8

dimedone

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

3,3,6,6-tetramethyl-9-(2,3,4-trimethoxyphenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione

3,3,6,6-tetramethyl-9-(2,3,4-trimethoxyphenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 20℃; for 1h; Reagent/catalyst; Green chemistry;98%
With tungsten(VI) oxide In neat (no solvent) at 70℃; for 2h; Green chemistry;80%
dimethoxyacetaldehyde
51673-84-8

dimethoxyacetaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

N-(2,2-dimethoxyethyl)-4-methoxy-N-(3,4,5-trimethoxybenzyl)aniline

N-(2,2-dimethoxyethyl)-4-methoxy-N-(3,4,5-trimethoxybenzyl)aniline

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline; 2,3,4-trimethoxybenzaldehyde With sodium diacetoxy(acetyl)boranuide In chloroform at 20℃; for 1h;
Stage #2: dimethoxyacetaldehyde In chloroform at 20℃; for 8h;
98%
3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

5-Methyl-2-{[1-(2,3,4-trimethoxy-phenyl)-meth-(E)-ylidene]-amino}-phenol

5-Methyl-2-{[1-(2,3,4-trimethoxy-phenyl)-meth-(E)-ylidene]-amino}-phenol

Conditions
ConditionsYield
97%
(2-bromobenzyl)triphenylphosphonium bromide
36901-75-4

(2-bromobenzyl)triphenylphosphonium bromide

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

1,2,3-trimethoxy-4-[2-(2-bromophenyl)vinyl]benzene

1,2,3-trimethoxy-4-[2-(2-bromophenyl)vinyl]benzene

Conditions
ConditionsYield
Stage #1: (2-bromobenzyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 2,3,4-trimethoxybenzaldehyde In tetrahydrofuran at 20℃; for 16h; Further stages.;
97%
Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

1,2,3-trimethoxy-4-vinylbenzene
39240-15-8

1,2,3-trimethoxy-4-vinylbenzene

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In diethyl ether at 0℃; for 0.25h; Inert atmosphere;
Stage #2: 2,3,4-trimethoxybenzaldehyde In diethyl ether at 0℃; Inert atmosphere;
97%
Stage #1: Methyltriphenylphosphonium bromide With sodium amide In diethyl ether at 20℃; for 10h; Inert atmosphere;
Stage #2: 2,3,4-trimethoxybenzaldehyde In diethyl ether at -10 - 20℃; Wittig reaction; Inert atmosphere;
58%
benzil
134-81-6

benzil

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

4,5-diphenyl-2-(2,3,4-trimethoxyphenyl)-1H-imidazole
169155-38-8

4,5-diphenyl-2-(2,3,4-trimethoxyphenyl)-1H-imidazole

Conditions
ConditionsYield
With ammonium acetate In neat (no solvent) at 100℃; for 0.5h; Irradiation; Green chemistry;96%
With ammonium acetate; acetic acid for 5h; Condensation; Heating;65%
ethylamine
75-04-7

ethylamine

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

Ethyl-[1-(2,3,4-trimethoxy-phenyl)-meth-(E)-ylidene]-amine

Ethyl-[1-(2,3,4-trimethoxy-phenyl)-meth-(E)-ylidene]-amine

Conditions
ConditionsYield
In chloroform at 80℃; sealed tube;96%
4,6-dihydroxy-2-mercaptopyrimidine
504-17-6

4,6-dihydroxy-2-mercaptopyrimidine

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

2-thioxo-5-(2,3,4-trimethoxybenzylidene)hexahydropyrimidine-4,6-dione
301351-66-6

2-thioxo-5-(2,3,4-trimethoxybenzylidene)hexahydropyrimidine-4,6-dione

Conditions
ConditionsYield
With benzyltrimethylammonium chloride In water at 90℃; for 4 - 5h; Knoevenagel condensation;96%
1,3-dimethylbarbituric acid
769-42-6

1,3-dimethylbarbituric acid

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

1,3-dimethyl-5-(2,3,4-trimethoxybenzylidene)-hexahydropyrimidine-2,4,6-trione

1,3-dimethyl-5-(2,3,4-trimethoxybenzylidene)-hexahydropyrimidine-2,4,6-trione

Conditions
ConditionsYield
With benzyltrimethylammonium chloride In water at 90℃; for 4 - 5h; Knoevenagel condensation;96%
In water at 20℃; Knoevenagel Condensation;
4-trifluoromethylphenylamine
455-14-1

4-trifluoromethylphenylamine

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

2-{[4-(trifluoromethyl)phenyl]amino}-2-(2,3,4-trimethoxyphenyl)acetonitrile
1529776-74-6

2-{[4-(trifluoromethyl)phenyl]amino}-2-(2,3,4-trimethoxyphenyl)acetonitrile

Conditions
ConditionsYield
In neat (no solvent) at 90℃; Microwave irradiation;96%

2103-57-3Relevant articles and documents

Molecular iodine mediated oxidative cleavage of the C-N bond of aryl and heteroaryl (dimethylamino)methyl groups into aldehydes

Mandrekar, Ketan S.,Tilve, Santosh G.

supporting information, p. 4152 - 4155 (2021/03/15)

The oxidative cleavage of the C-N bond of aryl and heteroaryl (dimethylamino)methyl groups is achieved by employing molecular iodine as a mild oxidizing agent under ambient conditions in the presence of a mild base. The important reaction of C3 formylation of free NH and substituted indoles containing various substituents is accomplished from the corresponding Mannich bases. This methodology can also be extended for the synthesis of aryl and other heteroaryl aldehydes and ketones. Furthermore, the usefulness of the method is successfully demonstrated on a gram scale.

Efficient aerial oxidation of different types of alcohols using ZnO nanoparticle–MnCO3-graphene oxide composites

Adil, Syed Farooq,Assal, Mohamed E.,Shaik, Mohammed Rafi,Kuniyil, Mufsir,Hashmi, Azhar,Khan, Mujeeb,Khan, Aslam,Tahir, Muhammad Nawaz,Al-Warthan, Abdulrahman,Siddiqui, Mohammed Rafiq H.

, (2020/06/08)

Graphene–metal nanocomposites have been found to remarkably enhance the catalytic performance of metal nanoparticle-based catalysts. In continuation of our previous report, in which highly reduced graphene oxide (HRG)-based nanocomposites were synthesized and evaluated, we present nanocomposites of graphene oxide (GRO) and ZnO nanoparticle-doped MnCO3 ([ZnO–MnCO3/(1%)GRO]) synthesized via a facile, straightforward co-precipitation technique. Interestingly, it was noticed that the incorporation of GRO in the catalytic system could noticeably improve the catalytic efficiency compared to a catalyst (ZnO–MnCO3) without GRO, for aerial oxidation of benzyl alcohol (BzOH) employing O2 as a nature-friendly oxidant under base-free conditions. The impacts of various reaction factors were thoroughly explored to optimize reaction conditions using oxidation of BzOH to benzaldehyde (BzH) as a model substrate. The catalysts were characterized using X-ray diffraction, thermogravimetric analysis, Fourier transform infrared spectroscopy, field-emission scanning electron microscopy, Energy dispersive X-ray spectroscopy (EDX), Brunauer-Emmett-Teller (BET), and Raman spectroscopy. The (1%)ZnO–MnCO3/(1%)GRO exhibited significant specific activity (67 mmol.g?1.hr?1) with full convversion of BzOH and >99% BzH selectivity within just 6 min. The catalytic efficiency of the (1%)ZnO–MnCO3/(1%)GRO nanocomposite was significantly better than the (1%)ZnO–MnCO3/(1%)HRG and (1%)ZnO–MnCO3 catalysts, presumably due to the existence of oxygen-possessing groups on the GRO surface and as well as a very high surface area that could have been instrumental in uniformly dispersing the active sites of the catalyst, i.e., ZnO–MnCO3. Under optimum circumstances, various kinds of alcohols were selectively transformed to respective carbonyls with full convertibility over the (1%)ZnO–MnCO3/(1%)GRO catalyst. Furthermore, the highly effective (1%)ZnO–MnCO3/(1%)GRO catalyst could be successfully reused and recycled over five consecutive runs with a marginal reduction in its performance and selectivity.

Practical Synthesis of Polymethylated Flavones: Nobiletin and Its Desmethyl Derivatives

Asakawa, Tomohiro,Sagara, Hiroto,Kanakogi, Masaki,Hiza, Aiki,Tsukaguchi, Yuta,Ogawa, Takahiro,Nakayama, Miho,Ouchi, Hitoshi,Inai, Makoto,Kan, Toshiyuki

, p. 595 - 602 (2019/04/01)

We present a practical synthesis of the polymethoxylated citrus flavone nobiletin that is suitable for use on a hundred gram scale. Ready availability of this compound and its derivatives will aid detailed chemical-biological investigations of their biological activities, including activation of signaling via the cAMP-dependent protein kinase A/extracellular signal-related protein kinase/cAMP response element-binding protein pathway.

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