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10272-07-8

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10272-07-8 Usage

Uses

Different sources of media describe the Uses of 10272-07-8 differently. You can refer to the following data:
1. 3,5-Dimethoxyaniline is a compound useful in organic synthesis.
2. 3,5-Dimethoxyaniline (cas# 10272-07-8) is a compound useful in organic synthesis.

Chemical Properties

white to beige-brownish powder or needles

Check Digit Verification of cas no

The CAS Registry Mumber 10272-07-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,2,7 and 2 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 10272-07:
(7*1)+(6*0)+(5*2)+(4*7)+(3*2)+(2*0)+(1*7)=58
58 % 10 = 8
So 10272-07-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO2/c1-10-7-3-6(9)4-8(5-7)11-2/h3-5H,9H2,1-2H3

10272-07-8 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (D1484)  3,5-Dimethoxyaniline  >98.0%(GC)(T)

  • 10272-07-8

  • 5g

  • 430.00CNY

  • Detail
  • TCI America

  • (D1484)  3,5-Dimethoxyaniline  >98.0%(GC)(T)

  • 10272-07-8

  • 25g

  • 1,230.00CNY

  • Detail
  • Alfa Aesar

  • (A15073)  3,5-Dimethoxyaniline, 98%   

  • 10272-07-8

  • 10g

  • 601.0CNY

  • Detail
  • Alfa Aesar

  • (A15073)  3,5-Dimethoxyaniline, 98%   

  • 10272-07-8

  • 25g

  • 1335.0CNY

  • Detail
  • Alfa Aesar

  • (A15073)  3,5-Dimethoxyaniline, 98%   

  • 10272-07-8

  • 50g

  • 2404.0CNY

  • Detail

10272-07-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,5-Dimethoxyaniline

1.2 Other means of identification

Product number -
Other names 5-Aminoresorcinol dimethyl ether

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:10272-07-8 SDS

10272-07-8Synthetic route

1-azido-3,5-dimethoxybenzene
85862-68-6

1-azido-3,5-dimethoxybenzene

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium In water for 1.5h; Inert atmosphere;99%
With sodium sulfide; water for 0.5h; Reflux;96%
With ammonium hydroxide at 90℃; for 0.5h;90%
With triethylamine; tris[tert-butyl]phosphonium tetrafluoroborate In tetrahydrofuran; water at 20℃; for 15h; Staudinger Azide Reduction;94 %Spectr.
N-(3,5-dimethoxyphenyl)-2,2,2-trifluoroacetamide
85657-94-9

N-(3,5-dimethoxyphenyl)-2,2,2-trifluoroacetamide

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With water; potassium carbonate In methanol for 20h; Ambient temperature;94%
2-Trimethylsilanyl-ethanesulfonic acid (3,5-dimethoxy-phenyl)-amide
106018-88-6

2-Trimethylsilanyl-ethanesulfonic acid (3,5-dimethoxy-phenyl)-amide

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 95℃; for 40h;93%
1-chloro-3,5-dimethoxybenzene
7051-16-3

1-chloro-3,5-dimethoxybenzene

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;93%
With ammonium hydroxide; potassium phosphate; copper(l) iodide; N1,N2-bis(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide In water; dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere;88%
With ammonium hydroxide; potassium phosphate; copper(l) iodide; N1,N2-bis(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Schlenk technique;88%
N-(3,5-dimethoxy-phenyl)-acetamide
79257-61-7

N-(3,5-dimethoxy-phenyl)-acetamide

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Stage #1: N-(3,5-dimethoxy-phenyl)-acetamide With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.05h; Inert atmosphere;
Stage #2: With water In tetrahydrofuran Inert atmosphere; chemoselective reaction;
86%
With alkaline solution
3,5-dimethoxyphenylboronic acid
192182-54-0

3,5-dimethoxyphenylboronic acid

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;82%
1-bromo-3,5-dimethoxybenzene
20469-65-2

1-bromo-3,5-dimethoxybenzene

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Stage #1: 1-bromo-3,5-dimethoxybenzene With magnesium In tetrahydrofuran Inert atmosphere;
Stage #2: With C10H17NO In tetrahydrofuran; toluene at -78℃; for 2h; Inert atmosphere;
Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere;
78%
With ammonium hydroxide; copper(l) iodide; N,N'-bis(3,5-dimethoxyphenyl)cyclopentane-1,1-dicarboxamide; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; Sealed tube;68%
With ammonia; sodium; ferric nitrate
1-iodo-3,5-dimethoxybenzene
25245-27-6

1-iodo-3,5-dimethoxybenzene

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With ammonium hydroxide; copper(l) iodide; N,N'-bis(3,5-dimethoxyphenyl)cyclopentane-1,1-dicarboxamide; caesium carbonate In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere; Sealed tube;75%
3,5-dimethoxyphenol
500-99-2

3,5-dimethoxyphenol

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Stage #1: 3,5-dimethoxyphenol With Nonafluorobutanesulfonyl fluoride; tris(trimethylsilyl)amine; potassium hexamethylsilazane In tetrahydrofuran at 60℃; for 5h; Schlenk technique; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 20℃; for 0.0833333h; pH=3 - 4; Reagent/catalyst; Solvent;
75%
3,5-dimethoxybenzoic acid
1132-21-4

3,5-dimethoxybenzoic acid

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Stage #1: 3,5-dimethoxybenzoic acid With diphenylphosphoranyl azide; triethylamine In toluene at 80℃;
Stage #2: With sodium hydroxide In tetrahydrofuran; toluene at 20℃; for 2h;
43%
Stage #1: 3,5-dimethoxybenzoic acid With diphenylphosphoranyl azide; triethylamine In toluene at 80℃;
Stage #2: With sodium hydroxide In tetrahydrofuran for 2h;
43%
N-hydroxy-3,5-dimethoxybenzamide
710311-79-8

N-hydroxy-3,5-dimethoxybenzamide

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Stage #1: N-hydroxy-3,5-dimethoxybenzamide With acetic anhydride; potassium carbonate In dimethyl sulfoxide at 50℃; for 2h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 0℃;
3%
Stage #1: N-hydroxy-3,5-dimethoxybenzamide With potassium carbonate In dimethyl sulfoxide at 90℃; for 3h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; for 0.0833333h;
1-Bromo-2,4-dimethoxybenzene
17715-69-4

1-Bromo-2,4-dimethoxybenzene

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With ammonia; sodium amide in fluessiges NH3;
1,3-dimethoxy-5-nitrobenzene
16147-07-2

1,3-dimethoxy-5-nitrobenzene

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With hydrogenchloride; tin
With hydrogenchloride; tin; tin(ll) chloride at 40℃; Reagens 5: Essigsaeure;
With ethanol; nickel Hydrogenation;
With hydrogen; palladium on activated charcoal In ethyl acetate
3,5-dimethoxybenzamide
17213-58-0

3,5-dimethoxybenzamide

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With sodium hypobromide at -15℃;
Yield given;
With sodium hypochlorite; sodium hydroxide at 80℃; for 5h;4.1 g
ethyl 3,5-dimethoxybenzoate
17275-82-0

ethyl 3,5-dimethoxybenzoate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 78 percent / hydrazine hydrate / 2 h / Heating
2: 63 percent / sodium nitrite, hydrochloric acid (2M), acetic acid (glacial) / H2O / 1 h / -10 °C
3: 93 percent / toluene / 2.5 h / Heating
4: 8.7 g / sodium hydroxide (20percent) / 60 °C
View Scheme
3,5-Dihydroxybenzoic acid
99-10-5

3,5-Dihydroxybenzoic acid

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 84 percent / sodium hydroxide / heating
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate / acetone / 55 °C
2.1: triethylamine; diphenylphosphoranyl azide / toluene / 80 °C
2.2: 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate / acetone / 55 °C
2.1: triethylamine; diphenylphosphoranyl azide / toluene / 80 °C
2.2: 2 h
View Scheme
azido(3,5-dimethoxyphenyl)methanone
75996-26-8

azido(3,5-dimethoxyphenyl)methanone

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 93 percent / toluene / 2.5 h / Heating
2: 8.7 g / sodium hydroxide (20percent) / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: CH2Cl2 / 60 h / Heating
2: 94 percent / H2O, K2CO3 / methanol / 20 h / Ambient temperature
View Scheme
3,5-dimethoxy-benzoic acid hydrazide
51707-38-1

3,5-dimethoxy-benzoic acid hydrazide

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 63 percent / sodium nitrite, hydrochloric acid (2M), acetic acid (glacial) / H2O / 1 h / -10 °C
2: 93 percent / toluene / 2.5 h / Heating
3: 8.7 g / sodium hydroxide (20percent) / 60 °C
View Scheme
3,5-dimethoxybenzoyl chloride
17213-57-9

3,5-dimethoxybenzoyl chloride

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

3,5-dimethoxyphenyl isocyanate
54132-76-2

3,5-dimethoxyphenyl isocyanate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 8.7 g / sodium hydroxide (20percent) / 60 °C
View Scheme
With benzoic acid; sodium hydroxide In tetrahydrofuran at 20℃; for 0.5h; Curtius Rearrangement;
3,5-dihydroxyphenylamine
20734-67-2

3,5-dihydroxyphenylamine

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous dioxane
2: aqueous NaOH
3: aq.-ethanolic alkaline solution
View Scheme
N-(3,5-dihydroxyphenyl)acetamide
73164-69-9

N-(3,5-dihydroxyphenyl)acetamide

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous NaOH
2: aq.-ethanolic alkaline solution
View Scheme
methyl 3,5-dimethoxybenzoate
2150-37-0

methyl 3,5-dimethoxybenzoate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: liquid ammonia
2: aqueous sodium hypobromite / -15 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hydroxide / 1,4-dioxane / 5 h / 20 °C
2: triethylamine; diphenyl phosphoryl azide / 80 °C
3: sodium hydroxide; benzoic acid / tetrahydrofuran / 0.5 h / 20 °C
View Scheme
3,5-dimethoxyphenol
500-99-2

3,5-dimethoxyphenol

ammonium chloride (NH4Cl)

ammonium chloride (NH4Cl)

2,3-dimethoxyphenol
5150-42-5

2,3-dimethoxyphenol

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With triphenylphosphine In tetrahydrofuran
1-carbomethoxy-3,5-dihydroxybenzene
2150-44-9

1-carbomethoxy-3,5-dihydroxybenzene

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium carbonate / acetonitrile / 20 °C
2: sodium hydroxide / 1,4-dioxane / 5 h / 20 °C
3: triethylamine; diphenyl phosphoryl azide / 80 °C
4: sodium hydroxide; benzoic acid / tetrahydrofuran / 0.5 h / 20 °C
View Scheme
1-chloro-3,5-dimethoxybenzene
7051-16-3

1-chloro-3,5-dimethoxybenzene

A

bis(3,5-dimethoxyphenyl)amine
1445972-42-8

bis(3,5-dimethoxyphenyl)amine

B

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 50℃; for 24h; Inert atmosphere; Overall yield = 81 %;
C15H23NO3

C15H23NO3

A

heptanamide
628-62-6

heptanamide

B

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Conditions
ConditionsYield
With phosphoric acid; ammonia In ethylene glycol at 145℃; for 5h;A 95 %Spectr.
B 84 %Spectr.
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

(3,5-dimethoxyphenyl)-carbamic acid tert-butyl ester
384793-29-7

(3,5-dimethoxyphenyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Inert atmosphere;100%
Stage #1: 3.5-dimethoxyaniline With triethylamine In dichloromethane at 20℃;
Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20℃;
99%
at 90℃; for 3h;98%
methyl chloroformate
79-22-1

methyl chloroformate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

methyl N-(3,5-dimethoxyphenyl)carbamate
83015-12-7

methyl N-(3,5-dimethoxyphenyl)carbamate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;100%
With pyridine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;94%
In toluene for 2h; Acylation; Heating;81%
4-((6,7-dimethoxyquinolin-4-yl)oxy)aniline
190728-25-7

4-((6,7-dimethoxyquinolin-4-yl)oxy)aniline

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

N-(3,5-Dimethoxyphenyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}urea

N-(3,5-Dimethoxyphenyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}urea

Conditions
ConditionsYield
With triethylamine In toluene100%
3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

Methacryloyl chloride
920-46-7

Methacryloyl chloride

N-(3,5-dimethoxyphenyl)-2-methylacrylamide
134354-28-2

N-(3,5-dimethoxyphenyl)-2-methylacrylamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;100%
In dichloromethane at 0 - 20℃;
In dichloromethane at 0 - 20℃;
In dichloromethane at 0 - 20℃;
With dmap; triethylamine In dichloromethane at 0 - 20℃;
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

2-bromo-N-(3,5-dimethoxyphenyl)acetamide

2-bromo-N-(3,5-dimethoxyphenyl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 1.25h; Inert atmosphere;100%
at -77℃;
4-(prop-2-yn-1-ylcarbamoyl)benzoic acid

4-(prop-2-yn-1-ylcarbamoyl)benzoic acid

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

4-(3,5-dimethoxyphenylaminocarbonyl)-N-(prop-2-yn-1-yl)benzamide

4-(3,5-dimethoxyphenylaminocarbonyl)-N-(prop-2-yn-1-yl)benzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere;99.9%
1,1,1-trifluoro-4-phenylbut-3-yn-2-one
58518-08-4

1,1,1-trifluoro-4-phenylbut-3-yn-2-one

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

(Z)-4-(3,5-Dimethoxy-phenylamino)-1,1,1-trifluoro-4-phenyl-but-3-en-2-one
129633-19-8

(Z)-4-(3,5-Dimethoxy-phenylamino)-1,1,1-trifluoro-4-phenyl-but-3-en-2-one

Conditions
ConditionsYield
In methanol Ambient temperature;99%
2-bromo-4'-fluoroacetophenone
403-29-2

2-bromo-4'-fluoroacetophenone

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

2-[(3,5-dimethoxyphenyl)amino]-1-(4-fluorophenyl)ethanone
161139-70-4

2-[(3,5-dimethoxyphenyl)amino]-1-(4-fluorophenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In neat (no solvent) at 20℃; for 2h;99%
With sodium hydrogencarbonate In ethanol for 4h; Heating;
(Z)-ethyl 3-(methylamino)-3-phenylacrylate
81051-55-0, 53256-20-5

(Z)-ethyl 3-(methylamino)-3-phenylacrylate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

(Z)-3-(3,5-Dimethoxy-phenylamino)-3-phenyl-acrylic acid ethyl ester

(Z)-3-(3,5-Dimethoxy-phenylamino)-3-phenyl-acrylic acid ethyl ester

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 30h; Heating;99%
2-formylphenyl triflate
84761-77-3

2-formylphenyl triflate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

1,3-dimethoxyacridine
111043-16-4

1,3-dimethoxyacridine

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; XPhos In toluene at 105℃; for 13h; Mechanism; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere;99%
acetone
67-64-1

acetone

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

N-isopropyl-3,5-dimethoxyaniline
108103-33-9

N-isopropyl-3,5-dimethoxyaniline

Conditions
ConditionsYield
With acetic acid; zinc at 20 - 60℃; for 2.5h;99%
2-bromo-5-chlorobenzaldehyde
174265-12-4

2-bromo-5-chlorobenzaldehyde

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

7-chloro-1,3-dimethoxyacridine

7-chloro-1,3-dimethoxyacridine

Conditions
ConditionsYield
Stage #1: 3.5-dimethoxyaniline With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In toluene at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: 2-bromo-5-chlorobenzaldehyde In toluene at 80℃; for 12h; Inert atmosphere;
99%
2-bromo-5-nitrobenzaldehyde
84459-32-5

2-bromo-5-nitrobenzaldehyde

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

1,3-dimethoxy-7-nitroacridine

1,3-dimethoxy-7-nitroacridine

Conditions
ConditionsYield
Stage #1: 3.5-dimethoxyaniline With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In toluene at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: 2-bromo-5-nitrobenzaldehyde In toluene at 80℃; for 12h; Inert atmosphere;
99%
2-bromo-6-fluorobenzaldehyde
360575-28-6

2-bromo-6-fluorobenzaldehyde

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

8-fluoro-1,3-dimethoxyacridine

8-fluoro-1,3-dimethoxyacridine

Conditions
ConditionsYield
Stage #1: 3.5-dimethoxyaniline With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In toluene at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: 2-bromo-6-fluorobenzaldehyde In toluene at 80℃; for 12h; Inert atmosphere;
99%
ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

1,3-dimethoxyacridine
111043-16-4

1,3-dimethoxyacridine

Conditions
ConditionsYield
Stage #1: 3.5-dimethoxyaniline With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In toluene at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: ortho-bromobenzaldehyde In toluene at 80℃; for 12h; Reagent/catalyst; Solvent; Inert atmosphere;
99%
Stage #1: 3.5-dimethoxyaniline With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In toluene at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: ortho-bromobenzaldehyde In toluene at 80℃; for 12h; Reagent/catalyst;
99%
1-bromo-3,5-dimethoxybenzene
20469-65-2

1-bromo-3,5-dimethoxybenzene

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

tris(3,5-dimethoxyphenyl)amine

tris(3,5-dimethoxyphenyl)amine

Conditions
ConditionsYield
With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); sodium t-butanolate In tetrahydrofuran at 70℃; for 24h; Inert atmosphere; Schlenk technique;99%
With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); sodium t-butanolate In tetrahydrofuran at 60℃; for 19h; Inert atmosphere;81%
With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); sodium t-butanolate In tetrahydrofuran at 60℃; Inert atmosphere;75%
3,5-dimethoxyaniline hydrochloride
40891-33-6

3,5-dimethoxyaniline hydrochloride

4,4'-dimethoxybenzoin
119-52-8

4,4'-dimethoxybenzoin

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

4,6-dimethoxy-2,3-di(4-methoxyphenyl)indole

4,6-dimethoxy-2,3-di(4-methoxyphenyl)indole

Conditions
ConditionsYield
at 130 - 140℃; for 1h;99%
ethyl 6-iodo-4-oxo-3,4-dihydroquinazoline-2-carboxylate
869294-86-0

ethyl 6-iodo-4-oxo-3,4-dihydroquinazoline-2-carboxylate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

N-(3,5-dimethoxyphenyl)-4-oxo-6-iodo-3,4-dihydroquinazoline-2-carboxamide

N-(3,5-dimethoxyphenyl)-4-oxo-6-iodo-3,4-dihydroquinazoline-2-carboxamide

Conditions
ConditionsYield
Stage #1: 3.5-dimethoxyaniline With trimethylaluminum In n-heptane; 1,2-dichloro-ethane at 0 - 20℃; for 0.5h;
Stage #2: ethyl 6-iodo-4-oxo-3,4-dihydroquinazoline-2-carboxylate In n-heptane; 1,2-dichloro-ethane for 2h; Reflux;
99%
7-nitro-4-chloro-1H-indole-2-carboxylic acid ethyl ester

7-nitro-4-chloro-1H-indole-2-carboxylic acid ethyl ester

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

4-((3,5-dimethoxyphenyl)amino)-7-nitro-1H-indole-2-carboxylic acid ethyl ester

4-((3,5-dimethoxyphenyl)amino)-7-nitro-1H-indole-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In water; toluene for 4h; Reflux; Inert atmosphere;99%
1-chloro-6-methyl-5-nitroisoquinoline
943606-84-6

1-chloro-6-methyl-5-nitroisoquinoline

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

C18H17N3O4

C18H17N3O4

Conditions
ConditionsYield
With trifluoroacetic acid In isopropyl alcohol at 20 - 90℃; for 16h; Inert atmosphere;98.4%
acetic anhydride
108-24-7

acetic anhydride

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

N-(3,5-dimethoxy-phenyl)-acetamide
79257-61-7

N-(3,5-dimethoxy-phenyl)-acetamide

Conditions
ConditionsYield
With pyridine at 0 - 20℃;98%
In toluene at 20℃; for 15h; Time; Inert atmosphere;98%
In toluene at 25℃; for 20h;97%
indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

5,5a,10,10a-Tetrahydro-5a,10a-dihydroxy-4-(2-hydroxy-1,3-dioxoindanyl)-1,3-dimethoxyindeno<1,2-b>indol-10-one

5,5a,10,10a-Tetrahydro-5a,10a-dihydroxy-4-(2-hydroxy-1,3-dioxoindanyl)-1,3-dimethoxyindeno<1,2-b>indol-10-one

Conditions
ConditionsYield
In acetic acid for 16h; Ambient temperature;98%
allyl alcohol
107-18-6

allyl alcohol

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

N-allyl-3,5-dimethoxyaniline

N-allyl-3,5-dimethoxyaniline

Conditions
ConditionsYield
With titanium(IV) isopropylate; MS 4 Angstroem; palladium diacetate; triphenylphosphine In benzene at 80℃; for 3h; Alkylation; N-allylation;98%
para-bromotoluene
106-38-7

para-bromotoluene

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

N-(4-tolyl)-3,5-dimethoxyaniline
255835-89-3

N-(4-tolyl)-3,5-dimethoxyaniline

Conditions
ConditionsYield
With C60H86O4P2Pd2(2+)*2BF4(1-); sodium t-butanolate In 1,4-dioxane at 80℃; for 1h;98%
With sodium t-butanolate; 1,1'-bis(diphenylphosphino)ferrocene; tris(dibenzylideneacetone)palladium In toluene at 90℃; for 5h;
3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-(3,5-dimethoxyphenyl)-2,2,2-trifluoroacetamide
85657-94-9

N-(3,5-dimethoxyphenyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1h;98%
With triethylamine In dichloromethane at 0 - 20℃; for 2.5h;98%
With triethylamine In toluene at 15 - 20℃; for 1.5h; Temperature; Solvent;85.4%
With triethylamine In toluene at 18 - 25℃; for 2h;
With triethylamine In dichloromethane at 20℃; for 2.5h; Cooling with ice;
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

3,5-Dimethoxyaniline
10272-07-8

3,5-Dimethoxyaniline

N-(3,5-dimethoxyphenyl)-2,2,2-trifluoroacetamide
85657-94-9

N-(3,5-dimethoxyphenyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
With dmap In tetrahydrofuran for 48h; Heating / reflux;98%
With dmap In tetrahydrofuran for 48h; Reflux;98%

10272-07-8Relevant articles and documents

Self-propagated Lossen rearrangement induced by a catalytic amount of activating agents under mild conditions

Hoshino, Yujiro,Shimbo, Yuki,Ohtsuka, Naoya,Honda, Kiyoshi

, p. 710 - 712 (2015)

A mild self-propagated Lossen rearrangement induced by a catalytic amount of activating agents in medium to high polar organic solvents has been developed. The rearrangement of aromatic and aliphatic hydroxamic acids in the presence of a catalytic amount (0.01 equiv) of acetic anhydride and an equimolar amount of base such as well-dried potassium carbonate afforded the corresponding amines in high yields. This alternative to traditional Lossen rearrangement provides a simple and mild method for the synthesis of amines from free hydroxamic acids.

Porous polymeric ligand promoted copper-catalyzed C-N coupling of (hetero)aryl chlorides under visible-light irradiation

Wang, Erfei,Chen, Kaixuan,Chen, Yinan,Zhang, Jiawei,Lin, Xinrong,Chen, Mao

, p. 17 - 21 (2020/11/04)

A porous polymeric ligand (PPL) has been synthesized and complexed with copper to generate a heterogeneous catalyst (Cu@PPL) that has facilitated the efficient C-N coupling with various (hetero)aryl chlorides under mild conditions of visible-light irradiation at 80 °C (58 examples, up to 99% yields). This method could be applied to both aqueous ammonia and substituted amines, and is compatible to a variety of functional groups and heterocycles, as well as allows tandem C-N couplings with conjunctive dihalides. Furthermore, the heterogeneous characteristic of Cu@PPL has enabled a straightforward catalyst separation in multiple times of recycling with negligible catalytic efficiency loss by simple filtration, affording reaction mixtures containing less than 1 ppm of Cu residue. [Figure not available: see fulltext.]

A new ligand for copper-catalyzed amination of aryl halides to primary(hetero)aryl amines

Chen, Dong,Dong, Xinrui,Jiang, Shang,Jiang, Sheng,Qiu, Yatao,Wu, Xiaoxing

supporting information, (2020/02/11)

N,N′-Bis(3,5-dimethoxyphenyl)cyclopentane-1,1-dicarboxamide was found as a new ligand for copper-catalyzed amination of aryl iodides, bromides and chlorides to afford various primary (hetero)aryl amines. These reactions proceeded efficiently under mild conditions when inexpensive aqueous ammonia (28% NH3 in H2O) was used as the amino source.

Design, synthesis and biological evaluation of hypolipidemic compounds based on BRD4 inhibitor RVX-208

Yu, Ping,Liu, Wenjing,Ren, Jinghui,Wang, Yingying,Ning, Yao,Huang, Mingqi,Hu,Wei, Lili,Ji, Min,Cai, Jin

, p. 2168 - 2172 (2019/07/03)

Bromodomain-containing protein 4 (BRD4) is a new therapeutic target for the treatment of diseases including cardiovascular diseases, cancer, inflammation and central nervous system (CNS) disorders. In this study, we introduced the pharmacophore of fibrates to a BRD4 inhibitor, RVX-208, to design dual-active hypolipidemic compounds, and found that some of new analogues showed favorable hypolipidemic activities. Synthetic accessibility towards this class of compounds optimized RVX-208 as well as would supply more thoughts on hypolipidemic drugs.

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