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7721-62-2

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7721-62-2 Usage

General Description

4,5-dimethoxy-2-methylbenzaldehyde is a specialized aromatic compound that falls under the category of benzaldehydes. Its IUPAC name is 2-methyl-4,5-dimethoxybenzaldehyde. The structure encompasses a benzene ring with aldehyde, two methoxy, and one methyl functional group attached to it. It has a molecular weight of 182.21 g/mol and its exact mass is 182.0946 g/mol. This chemical is widely used in organic synthesis and medicinal chemistry, frequently serving as a synthetic intermediate in the production of other chemicals. It can be identified by its CAS number 1205-17-0. In terms of safety, it should be handled with care, as with all chemicals, to prevent exposure and potential harm. Its detailed safety measures, storage, and disposal instructions should be referred to in its respective Safety Data Sheet (SDS).

Check Digit Verification of cas no

The CAS Registry Mumber 7721-62-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,7,2 and 1 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 7721-62:
(6*7)+(5*7)+(4*2)+(3*1)+(2*6)+(1*2)=102
102 % 10 = 2
So 7721-62-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O3/c1-7-4-9(12-2)10(13-3)5-8(7)6-11/h4-6H,1-3H3

7721-62-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,5-dimethoxy-2-methylbenzaldehyde

1.2 Other means of identification

Product number -
Other names 6-methylveratraldehyde

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:7721-62-2 SDS

7721-62-2Synthetic route

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1,2-dimethoxy-4-methylbenzene
494-99-5

1,2-dimethoxy-4-methylbenzene

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With tin(IV) chloride In 1,2-dichloro-ethane 1.) ice-bath, 30 min, 2.) ice-bath temperature->room temperature, 24 h;97%
With tin(IV) chloride In 1,2-dichloro-ethane 1.) 0 deg C, 20 min, 2.) RT, overnight;15.2 g
1,2-dimethoxy-4-methylbenzene
494-99-5

1,2-dimethoxy-4-methylbenzene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With trichlorophosphate at 90 - 95℃; Vilsmeier formylation; Inert atmosphere;94%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate for 0.5h; Cooling with ice;
Stage #2: 1,2-dimethoxy-4-methylbenzene at 90℃; Temperature;
90%
With trichlorophosphate at 0 - 80℃; for 4h;88%
2-(4,5-dimethoxy-2-methylphenyl)-1,3-dioxolane
113976-02-6

2-(4,5-dimethoxy-2-methylphenyl)-1,3-dioxolane

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran Ambient temperature;91%
With hydrogenchloride In diethyl ether; water at 20℃; for 2h;5.55 g
C10H11N3O2

C10H11N3O2

acetic anhydride
108-24-7

acetic anhydride

A

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

B

C12H15NO3

C12H15NO3

Conditions
ConditionsYield
Stage #1: C10H11N3O2 With triphenylphosphine In tetrahydrofuran at 0℃; for 24h; Inert atmosphere;
Stage #2: acetic anhydride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;
A 23%
B 76%
2-methyl-4-methoxy-5-hydroxybenzaldehyde
7721-61-1

2-methyl-4-methoxy-5-hydroxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 3h; Heating;73.7%
C10H11N3O2

C10H11N3O2

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Stage #1: C10H11N3O2 With triphenylphosphine In tetrahydrofuran at 20 - 25℃; for 24h; Inert atmosphere;
Stage #2: With acetic anhydride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;
54%
hydrogen cyanide
74-90-8

hydrogen cyanide

1,2-dimethoxy-4-methylbenzene
494-99-5

1,2-dimethoxy-4-methylbenzene

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride at 40℃; Behandlung des Reaktionsprodukts mit Eis und verd.Salzsaeure;
(4,5-dimethoxy-2-methyl-benzyliden)-aniline
857592-14-4

(4,5-dimethoxy-2-methyl-benzyliden)-aniline

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride
4,5-Dimethoxy-2-vinyl-toluol

4,5-Dimethoxy-2-vinyl-toluol

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
(i) aq. OsO4, THF, (ii) NaIO4; Multistep reaction;
1-bromo-4,5-dimethoxy-2-methylbenzene
52806-46-9

1-bromo-4,5-dimethoxy-2-methylbenzene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With magnesium 1.) THF; Multistep reaction;
With tert.-butyl lithium 1) THF, pentane, 45 s, -78 deg C 2) THF a) 5 min, -78 deg C b) 2 h, r.t.; Yield given. Multistep reaction;
hydrogen cyanide
74-90-8

hydrogen cyanide

3.4-dimethyloxy-1-methyl-benzene

3.4-dimethyloxy-1-methyl-benzene

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride; benzene unter Kuehlung, dann bis 30grad und Zersetzung des Reaktionsproduktes durch Erhitzen mit verd.Salzsaeure;
1,2-dimethoxy-4-methylbenzene
494-99-5

1,2-dimethoxy-4-methylbenzene

zinc cyanide

zinc cyanide

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride; benzene Eintragen Des Reaktionsgemisches in Eis;
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 45.2 percent / TiCl4 / CH2Cl2 / 3 h / 20 °C
2: 73.7 percent / 30percent NaOH / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: NaOH-solution
2: AlCl3; HCl / 40 °C / Behandlung des Reaktionsprodukts mit Eis und verd.Salzsaeure
View Scheme
1,2-dimethoxybenzene
91-16-7

1,2-dimethoxybenzene

6-methoxy-3.4-dimethyl-coumarone-carboxylic acid-(2)-chloride

6-methoxy-3.4-dimethyl-coumarone-carboxylic acid-(2)-chloride

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH
2: POCl3
View Scheme
2-bromo-4-methylanisole
22002-45-5

2-bromo-4-methylanisole

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CuCl / dimethylformamide; methanol / 4.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1.1: copper(l) chloride / methanol / Reflux
2.1: trichlorophosphate / 0.5 h / Cooling with ice
2.2: 90 °C
View Scheme
2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane
103477-58-3

2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) n-butyllithium / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 1 h
2: 91 percent / 10percent HCl / tetrahydrofuran / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -72 °C / Inert atmosphere
1.2: 2 h / -72 °C / Inert atmosphere
2.1: hydrogenchloride / water; diethyl ether / 2 h / 20 °C
View Scheme
1,2-dimethoxy-4-methylbenzene
494-99-5

1,2-dimethoxy-4-methylbenzene

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / Br2 / CCl4 / Ambient temperature
2: 1) t-BuLi / 1) THF, pentane, 45 s, -78 deg C 2) THF a) 5 min, -78 deg C b) 2 h, r.t.
View Scheme
Multi-step reaction with 2 steps
1: Br2 / CCl4
2: 1.) Mg / 1.) THF
View Scheme
(4,5-dimethoxy-2-methyl-phenyl)-glyoxylic acid ; compound with aniline

(4,5-dimethoxy-2-methyl-phenyl)-glyoxylic acid ; compound with aniline

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Kochen
2: diluted hydrochloric acid
View Scheme
(4,5-dimethoxy-2-vinyl-benzyl)-trimethyl-ammonium; iodide
59550-79-7

(4,5-dimethoxy-2-vinyl-benzyl)-trimethyl-ammonium; iodide

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) AgCl, H2O, (ii) Na-Hg
2: (i) aq. OsO4, THF, (ii) NaIO4
View Scheme
dichloromethyl-methyl ether

dichloromethyl-methyl ether

1,1-dichloroethane
75-34-3

1,1-dichloroethane

1,2-dimethoxy-4-methylbenzene
494-99-5

1,2-dimethoxy-4-methylbenzene

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: acetic acid; bromine / 0.25 h / 20 °C
2.1: toluene-4-sulfonic acid / benzene / 2 h / Dean-Stark; Reflux
3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -72 °C / Inert atmosphere
3.2: 2 h / -72 °C / Inert atmosphere
4.1: hydrogenchloride / water; diethyl ether / 2 h / 20 °C
View Scheme
2-bromo-4,5-dimethoxybenzaldehyde
5392-10-9

2-bromo-4,5-dimethoxybenzaldehyde

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / benzene / 2 h / Dean-Stark; Reflux
2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -72 °C / Inert atmosphere
2.2: 2 h / -72 °C / Inert atmosphere
3.1: hydrogenchloride / water; diethyl ether / 2 h / 20 °C
View Scheme
4-Methylanisole
104-93-8

4-Methylanisole

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: nitric acid; potassium bromide; acetic anhydride / 50 °C / Cooling with ice
2.1: copper(l) chloride / methanol / Reflux
3.1: trichlorophosphate / 0.5 h / Cooling with ice
3.2: 90 °C
View Scheme
p-cresol
106-44-5

p-cresol

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: tetrabutylammomium bromide; potassium carbonate / Reflux
2.1: nitric acid; potassium bromide; acetic anhydride / 50 °C / Cooling with ice
3.1: copper(l) chloride / methanol / Reflux
4.1: trichlorophosphate / 0.5 h / Cooling with ice
4.2: 90 °C
View Scheme
3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-one
55171-76-1

3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-one

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate / methanol / 0.67 h / 0 - 20 °C / Inert atmosphere
2.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene; N,N-dimethyl-formamide / 22 h / 0 - 40 °C / Inert atmosphere
3.1: triphenylphosphine / tetrahydrofuran / 24 h / 20 - 25 °C / Inert atmosphere
3.2: 2 h / 0 °C / Inert atmosphere
View Scheme
3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-one
55171-76-1

3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-one

A

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

B

C12H15NO3

C12H15NO3

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate / methanol / 0.67 h / 0 - 20 °C / Inert atmosphere
2.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene; N,N-dimethyl-formamide / 22 h / 0 - 40 °C / Inert atmosphere
3.1: triphenylphosphine / tetrahydrofuran / 24 h / 0 °C / Inert atmosphere
3.2: 2 h / 0 °C / Inert atmosphere
View Scheme
4,5-trimethoxybenzocyclobuten-1-ol
55171-78-3

4,5-trimethoxybenzocyclobuten-1-ol

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene; N,N-dimethyl-formamide / 22 h / 0 - 40 °C / Inert atmosphere
2.1: triphenylphosphine / tetrahydrofuran / 24 h / 20 - 25 °C / Inert atmosphere
2.2: 2 h / 0 °C / Inert atmosphere
View Scheme
4,5-trimethoxybenzocyclobuten-1-ol
55171-78-3

4,5-trimethoxybenzocyclobuten-1-ol

A

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

B

C12H15NO3

C12H15NO3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene; N,N-dimethyl-formamide / 22 h / 0 - 40 °C / Inert atmosphere
2.1: triphenylphosphine / tetrahydrofuran / 24 h / 0 °C / Inert atmosphere
2.2: 2 h / 0 °C / Inert atmosphere
View Scheme
(3,4-Dimethoxyphenyl)acetic acid
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: thionyl chloride / toluene / 2 h / 70 °C / Inert atmosphere
1.2: 0 - 20 °C / Inert atmosphere
2.1: silver trifluoroacetate; iodine / chloroform / 15 h / 20 °C / Inert atmosphere
3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 °C / Inert atmosphere
4.1: sodium tetrahydroborate / methanol / 0.67 h / 0 - 20 °C / Inert atmosphere
5.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene; N,N-dimethyl-formamide / 22 h / 0 - 40 °C / Inert atmosphere
6.1: triphenylphosphine / tetrahydrofuran / 24 h / 20 - 25 °C / Inert atmosphere
6.2: 2 h / 0 °C / Inert atmosphere
View Scheme
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

1-Dichloromethyl-4,5-dimethoxy-2-methyl-benzene
84452-08-4

1-Dichloromethyl-4,5-dimethoxy-2-methyl-benzene

Conditions
ConditionsYield
With phosphorus pentachloride In tetrachloromethane100%
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

4,5-dimethoxy-2-methylbenzoic acid
20736-28-1, 131035-49-9

4,5-dimethoxy-2-methylbenzoic acid

Conditions
ConditionsYield
With sodium chlorite; sodium dihydrogenphosphate In water; dimethyl sulfoxide at 20℃;95%
With sodium chlorite; aminosulfonic acid In tetrahydrofuran; water92.5%
With sodium hydroxide; silver(l) oxide In ethanol at 50 - 60℃;91%
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

sodium methylate
124-41-4

sodium methylate

acrylonitrile
107-13-1

acrylonitrile

C14H17NO3
7520-75-4

C14H17NO3

Conditions
ConditionsYield
In methanol at 50℃;92%
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

acrylonitrile
107-13-1

acrylonitrile

C12H13NO2

C12H13NO2

Conditions
ConditionsYield
With sodium methylate In methanol at 28 - 32℃; for 5h; Temperature;86.6%
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

sodium methylate
124-41-4

sodium methylate

acrylonitrile
107-13-1

acrylonitrile

4,5-dimethoxy-2-methyl-2'-(methoxymethyl)cinnamonitrile
7520-75-4

4,5-dimethoxy-2-methyl-2'-(methoxymethyl)cinnamonitrile

Conditions
ConditionsYield
In methanol for 18h; Ambient temperature;85.6%
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

2-Methyl-4,5-dihydroxybenzaldehyde
120802-43-9

2-Methyl-4,5-dihydroxybenzaldehyde

Conditions
ConditionsYield
With pyridine hydrochloride at 180 - 190℃; for 4h;84%
With pyridine hydrochloride at 180 - 190℃; Yield given;
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

2-hydroxy-4,5-dimethoxytoluene
72312-07-3

2-hydroxy-4,5-dimethoxytoluene

Conditions
ConditionsYield
With Perbenzoic acid In dichloromethane for 3h; Heating;76.2%
With potassium hydroxide; water; 3-chloro-benzenecarboperoxoic acid 1.) CH2Cl2, r. t., 5 h; 2.) MeOH, 30 min; Yield given. Multistep reaction;
Multi-step reaction with 2 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C / Cooling with ice
2: potassium hydroxide / water; methanol / 0.5 h
View Scheme
Multi-step reaction with 2 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C / Cooling with ice
2: potassium hydroxide / water; methanol / 0.5 h / Inert atmosphere; Cooling with ice
View Scheme
malonic acid
141-82-2

malonic acid

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

(E)-3-(4,5-dimethoxy-2-methyl-phenyl)prop-2-enoic acid
105253-94-9

(E)-3-(4,5-dimethoxy-2-methyl-phenyl)prop-2-enoic acid

Conditions
ConditionsYield
With piperidine; pyridine at 100℃; for 15h;75%
With piperidine; pyridine at 80 - 115℃; for 4h; Knoevenagel Condensation;68%
nitromethane
75-52-5

nitromethane

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

4,5-dimethoxy-2-methyl-β-nitro-styrene
64372-66-3

4,5-dimethoxy-2-methyl-β-nitro-styrene

malonic acid
141-82-2

malonic acid

4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

4,5-dimethoxy-2-methyl-ξ-cinnamic acid
105253-94-9

4,5-dimethoxy-2-methyl-ξ-cinnamic acid

Conditions
ConditionsYield
With piperidine; pyridine
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

1-(2,3,4,6-tetramethoxyphenyl)ethanone
7508-05-6

1-(2,3,4,6-tetramethoxyphenyl)ethanone

4,5,2',3',4',6'-hexamethoxy-2-methyl-trans-chalcone

4,5,2',3',4',6'-hexamethoxy-2-methyl-trans-chalcone

Conditions
ConditionsYield
With potassium hydroxide
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

semicarbazide hydrochloride
563-41-7

semicarbazide hydrochloride

4,5-dimethoxy-2-methyl-benzaldehyde-semicarbazone
62036-33-3

4,5-dimethoxy-2-methyl-benzaldehyde-semicarbazone

Conditions
ConditionsYield
With methanol; water; sodium acetate
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

1,2-dimethoxy-4,5-dimethylbenzene
1128-57-0

1,2-dimethoxy-4,5-dimethylbenzene

Conditions
ConditionsYield
With potassium hydroxide; hydrazine hydrate; diethylene glycol
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

A

4,5-dimethoxy-2-methylbenzoic acid
20736-28-1, 131035-49-9

4,5-dimethoxy-2-methylbenzoic acid

B

m-hemipinic acid
577-68-4

m-hemipinic acid

Conditions
ConditionsYield
With potassium permanganate
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

m-hemipinic acid
577-68-4

m-hemipinic acid

Conditions
ConditionsYield
With potassium permanganate
With potassium permanganate; potassium carbonate In water for 1h; steam-bath;
With potassium permanganate; potassium carbonate In water at 90 - 95℃; for 1h;2.58 g
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

acetic anhydride
108-24-7

acetic anhydride

4,5-dimethoxy-2-methyl-ξ-cinnamic acid
105253-94-9

4,5-dimethoxy-2-methyl-ξ-cinnamic acid

Conditions
ConditionsYield
With sodium acetate at 180℃; im Rohr;
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

2'-hydroxy-4.5-dimethoxy-2-methyl-trans-chalcone

2'-hydroxy-4.5-dimethoxy-2-methyl-trans-chalcone

Conditions
ConditionsYield
With potassium hydroxide
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

aniline
62-53-3

aniline

(4,5-dimethoxy-2-methyl-benzyliden)-aniline
857592-14-4

(4,5-dimethoxy-2-methyl-benzyliden)-aniline

Conditions
ConditionsYield
With ethanol
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

2-cyano-3t-(4,5-dimethoxy-2-methyl-phenyl)-acrylic acid ethyl ester
58531-10-5

2-cyano-3t-(4,5-dimethoxy-2-methyl-phenyl)-acrylic acid ethyl ester

Conditions
ConditionsYield
With piperidine; ethanol
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

4.5.4'-trimethoxy-2-methyl-trans-chalcone

4.5.4'-trimethoxy-2-methyl-trans-chalcone

Conditions
ConditionsYield
With potassium hydroxide
4,5-dimethoxy-2-methylbenzaldehyde
7721-62-2

4,5-dimethoxy-2-methylbenzaldehyde

2-methyl-4-methoxy-5-hydroxybenzaldehyde
7721-61-1

2-methyl-4-methoxy-5-hydroxybenzaldehyde

Conditions
ConditionsYield
With sulfuric acid at 65 - 75℃; for 17h; demethylation;

7721-62-2Relevant articles and documents

Facile o-quinodimethane formation from benzocyclobutenes triggered by the Staudinger reaction at ambient temperature

Kohyama, Aki,Koresawa, Eri,Tsuge, Kiyoshi,Matsuya, Yuji

, p. 6205 - 6208 (2019/06/07)

Electron-donating iminophosphoranes were found to significantly enhance 4π-ring opening of benzocyclobutenes to generate o-quinodimethanes at 20-25 °C. These iminophosphorane benzocyclobutenes can be conveniently generated from azide benzocyclobutenes and phosphines via the Staudinger reaction. Thus, Staudinger reaction-triggered sequential molecular transformations of the azide benzocyclobutenes have been established via o-quinodimethanes at ambient temperature, which is expected to exhibit potential for a wide range of applications.

ANTI-HIV COMPOUNDS

-

Paragraph 0316-0317, (2016/07/05)

This invention provides, among other things, tetrahydroisoquinolines useful for treating viral infections, pharmaceutical formulations containing such compounds, as well as methods of inhibiting the replication of a virus, such as HIV, or treating a disease, such as AIDS.

First total synthesis of the phenolic 7,8-dihydro-8-oxoprotoberberine alkaloid, cerasonine

Le, Thanh Nguyen,Cho, Won-Jea

experimental part, p. 1026 - 1029 (2009/07/18)

First total synthesis of the phenolic protoberberine, cerasonine, was accomplished through a coupling reaction between o-toluamide and benzonitrile. This key step provided the 3-arylisoquinoline which was then successfully converted to 7,8-dihydro-8-oxoprotoberberine through an intramolecular S N2 reaction.

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