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13273-53-5

13273-53-5

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13273-53-5 Usage

General Description

4-Bromo-1-methyl-1H-1,2,3-triazole is a chemical compound with a molecular formula C4H4BrN3. It is a triazole derivative, which is a five-membered heterocyclic ring containing three nitrogen atoms and two carbon atoms. This chemical is used as a building block in the synthesis of various organic compounds, including pharmaceuticals, agricultural chemicals, and materials science. It is a versatile intermediate in chemical reactions and is commonly used in the pharmaceutical industry for the production of drugs. Its unique structure and properties make it valuable in the development of new compounds with potential applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 13273-53-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,2,7 and 3 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 13273-53:
(7*1)+(6*3)+(5*2)+(4*7)+(3*3)+(2*5)+(1*3)=85
85 % 10 = 5
So 13273-53-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H4BrN3/c1-7-2-3(4)5-6-7/h2H,1H3

13273-53-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-bromo-1-methyl-1h-1,2,3-triazole

1.2 Other means of identification

Product number -
Other names 4-Bromo-1-methyl-1H-1,2,3-triazole

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:13273-53-5 SDS

13273-53-5Synthetic route

1-methyl-4,5-dibromo-1H-1,2,3-triazole
25537-64-8

1-methyl-4,5-dibromo-1H-1,2,3-triazole

4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

Conditions
ConditionsYield
With isopropylmagnesium chloride In tetrahydrofuran at -10℃; Temperature; Reagent/catalyst; Solvent;90%
diazomethane
186581-53-3, 908094-01-9

diazomethane

diethyl ether
60-29-7

diethyl ether

bromocyane
506-68-3

bromocyane

A

4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

B

4-bromo-2-methyl-2H-1,2,3-triazole
16681-67-7

4-bromo-2-methyl-2H-1,2,3-triazole

C

5-bromo-1-methyl-1H-1,2,3-triazole
16681-82-6

5-bromo-1-methyl-1H-1,2,3-triazole

D

cyanomethyl bromide
590-17-0

cyanomethyl bromide

1-methyl-1,2,3-triazole
16681-65-5

1-methyl-1,2,3-triazole

4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

Conditions
ConditionsYield
With tetrachloromethane; bromine
With sodium hypobromide; acetic acid
diazotized 1-methyl-1H-<1,2,3>triazol-4-ylamine

diazotized 1-methyl-1H-<1,2,3>triazol-4-ylamine

4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

Conditions
ConditionsYield
With water; hydrogen bromide; copper
diazomethane
186581-53-3, 908094-01-9

diazomethane

bromocyane
506-68-3

bromocyane

A

4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

B

4-bromo-2-methyl-2H-<1,2,3>triazole and 5-bromo-1-methyl-1H-<1,2,3>triazole

4-bromo-2-methyl-2H-<1,2,3>triazole and 5-bromo-1-methyl-1H-<1,2,3>triazole

Conditions
ConditionsYield
With diethyl ether
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

tert-butyl 4-({[2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]oxy}methyl)piperidine-1-carboxylate

tert-butyl 4-({[2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]oxy}methyl)piperidine-1-carboxylate

tert-butyl 4-({[2-amino-5-(1-methyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl]oxy}methyl)piperidine-1-carboxylate

tert-butyl 4-({[2-amino-5-(1-methyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl]oxy}methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In ethanol; toluene at 80℃; for 18h; Inert atmosphere;97%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
126726-62-3

2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

1-methyl-4-(prop-1-en-2-yl)-1H-1,2,3-triazole

1-methyl-4-(prop-1-en-2-yl)-1H-1,2,3-triazole

Conditions
ConditionsYield
Stage #1: 4-bromo-1-methyl-1H-1,2,3-triazole; 2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane for 0.0833333h; Suzuki Coupling;
Stage #2: With water; sodium carbonate In 1,4-dioxane at 85℃; for 14h;		94%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

methyl 4-ethyl-3-(N-(2-(piperidin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)sulfamoyl)benzoate

methyl 4-ethyl-3-(N-(2-(piperidin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)sulfamoyl)benzoate

methyl 4-ethyl-3-(N-(5-(1-methyl-1,2,3-triazol-4-yl)-2-(piperidin-1-yl)phenyl)sulfamoyl)benzoate

methyl 4-ethyl-3-(N-(5-(1-methyl-1,2,3-triazol-4-yl)-2-(piperidin-1-yl)phenyl)sulfamoyl)benzoate

Conditions
ConditionsYield
With potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) In 1,4-dioxane; water at 80℃; for 2h; Inert atmosphere;77%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

2-((4-chlorophenethyl)amino)-2-phenyl-1-(6-(4,4,5,5-tetramethyl-1.3.2-dioxaborolan-2-yl)-1H-indol-3-yl)ethan-1-one

2-((4-chlorophenethyl)amino)-2-phenyl-1-(6-(4,4,5,5-tetramethyl-1.3.2-dioxaborolan-2-yl)-1H-indol-3-yl)ethan-1-one

2-((4-chlorophenethyl)amino)-1-(6-(1-methyl-1H-1,2,3-triazol-4-yl)-1H-indol-3-yl)-2-phenylethan-1-one

2-((4-chlorophenethyl)amino)-1-(6-(1-methyl-1H-1,2,3-triazol-4-yl)-1H-indol-3-yl)-2-phenylethan-1-one

Conditions
ConditionsYield
With (2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1 ‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl)]palladium(II) methanesulfonate; caesium carbonate In 1,4-dioxane; water at 135℃; for 1h; Suzuki Coupling; Inert atmosphere; Sealed tube; Microwave irradiation;74%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline
214360-73-3

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

5-(1-methyl-1H-1,2,3-triazol-4-yl)pyrazin-2-amine

5-(1-methyl-1H-1,2,3-triazol-4-yl)pyrazin-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane; water at 90℃; for 32h; Inert atmosphere;73%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

4-(diphenylphosphoryl)-1-methyl-1H-1,2,3-triazole

4-(diphenylphosphoryl)-1-methyl-1H-1,2,3-triazole

Conditions
ConditionsYield
Stage #1: 4-bromo-1-methyl-1H-1,2,3-triazole With n-butyllithium In hexane; toluene at -78 - 0℃; for 0.25h;
Stage #2: chloro-diphenylphosphine In hexane; toluene at 20℃; for 1h;		19%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

(S)-2-(1-(cyclopropanecarbonyl)-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroquinolin-5-yloxy)benzonitrile

(S)-2-(1-(cyclopropanecarbonyl)-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroquinolin-5-yloxy)benzonitrile

(S)-2-(1-(cyclopropanecarbonyl)-2-methyl-6-(1-methyl-1H-1,2,3-triazol-4-yl)-1,2,3,4-tetrahydroquinolin-5-yloxy)benzonitrile

(S)-2-(1-(cyclopropanecarbonyl)-2-methyl-6-(1-methyl-1H-1,2,3-triazol-4-yl)-1,2,3,4-tetrahydroquinolin-5-yloxy)benzonitrile

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane; water at 80℃;13%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

55-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-14H-6-oxa-3-aza-2(2,6)-pyridina-1(3,4)-triazola-5(1,2)-benzenacyclodecaphan-4-one

55-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-14H-6-oxa-3-aza-2(2,6)-pyridina-1(3,4)-triazola-5(1,2)-benzenacyclodecaphan-4-one

55-(1-methyl-1H-1,2,3-triazol-4-yl)-14H-6-oxa-3-aza-2(2,6)-pyridina-1(3,4)-triazola-5(1,2)-benzenacyclodecaphan-4-one

55-(1-methyl-1H-1,2,3-triazol-4-yl)-14H-6-oxa-3-aza-2(2,6)-pyridina-1(3,4)-triazola-5(1,2)-benzenacyclodecaphan-4-one

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In water; N,N-dimethyl-formamide at 90℃; for 2h; Inert atmosphere;7%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

3,3-dimethyl-6-(2-methylpyrimidin-5-yl)indolin-2-one

3,3-dimethyl-6-(2-methylpyrimidin-5-yl)indolin-2-one

3,3-dimethyl-1-(1-methyl-1H-1,2,3-triazol-4-yl)-6-(2-methylpyrimidin-5-yl)indolin-2-one

3,3-dimethyl-1-(1-methyl-1H-1,2,3-triazol-4-yl)-6-(2-methylpyrimidin-5-yl)indolin-2-one

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In acetonitrile at 22 - 170℃; for 0.5h; Inert atmosphere; Microwave irradiation; Sealed tube;6%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

4-(cyclohexylamino)-N-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

4-(cyclohexylamino)-N-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

4-(cyclohexylamino)-N-methyl-3-(1-methyl-1H-1,2,3-triazol-4-yl)benzenesulfonamide

4-(cyclohexylamino)-N-methyl-3-(1-methyl-1H-1,2,3-triazol-4-yl)benzenesulfonamide

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 16h; Inert atmosphere;4.8%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

N-cyclohexyl-4-methylsulfonyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

N-cyclohexyl-4-methylsulfonyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

N-cyclohexyl-2-(1-methyl-1H-1,2,3-triazol-4-yl)-4-(methylsulfonyl)aniline

N-cyclohexyl-2-(1-methyl-1H-1,2,3-triazol-4-yl)-4-(methylsulfonyl)aniline

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 16h; Inert atmosphere;4.2%
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

p-hydroxymethylphenylboronic acid
59016-93-2

p-hydroxymethylphenylboronic acid

(4-(1-methyl-1H-1,2,3-triazol-4-yl)phenyl)methanol

(4-(1-methyl-1H-1,2,3-triazol-4-yl)phenyl)methanol

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water for 16h; Inert atmosphere; Reflux;3.4 g
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

(S)-4-(2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide

(S)-4-(2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide

trifluoroacetic acid
76-05-1

trifluoroacetic acid

(S)-4-(2-amino-5-(1-methyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide trifluoroacetate

(S)-4-(2-amino-5-(1-methyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide trifluoroacetate

Conditions
ConditionsYield
Stage #1: 4-bromo-1-methyl-1H-1,2,3-triazole; (S)-4-(2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; 1,2-dimethoxyethane at 20℃; for 5h; Suzuki Coupling;
Stage #2: trifluoroacetic acid In water; acetonitrile
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)-1-(3,3,3-trifluoropropyl)piperidine-4-carboxamide

N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)-1-(3,3,3-trifluoropropyl)piperidine-4-carboxamide

N-(6-(1-methyl-1H-1,2,3-triazol-4-yl)isoquinolin-3-yl)-1-(3,3,3-trifluoropropyl)piperidine-4-carboxamide

N-(6-(1-methyl-1H-1,2,3-triazol-4-yl)isoquinolin-3-yl)-1-(3,3,3-trifluoropropyl)piperidine-4-carboxamide

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In water at 95℃;0.011 g
4-bromo-1-methyl-1H-1,2,3-triazole
13273-53-5

4-bromo-1-methyl-1H-1,2,3-triazole

tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

tert-butyl (2E)-3-(1-methyl-1H-1,2,3-triazol-4-yl)prop-2-enoate

tert-butyl (2E)-3-(1-methyl-1H-1,2,3-triazol-4-yl)prop-2-enoate

Conditions
ConditionsYield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 110℃; for 12h;3.6 g

13273-53-5Relevant articles and documents

Preparation method of 1-subtituted-1H-1,2,3-triazole-4-carboxylic acid

-

Paragraph 0041; 0044; 0045; 0046, (2016/10/09)

The invention provides a preparation method of 1-subtituted-1H-1,2,3-triazole-4-carboxylic acid. The preparation method includes the following steps: 1-substituted-4,5-dibromo-1H-1,2,3-triazole is added to an isopropylmagnesium chloride, such that 1-substituted-4-bromo-1H-1,2,3-triazole is obtained through a reaction; an isopropylmagnesium chloride-lithium chloride complex is added directly, such that a mixture of 1-substituted-1H-1,2,3-triazole-4-carboxylic acid and 1-substituted-4-bromo-1H-1,2,3-triazole-5-carboxylic acid is obtained; a base and iodomethane are added to the mixture, such that methyl 1-substituted-4-bromo-1H-1,2,3-triazole-5-carboxylare is obtained through a reaction; the aqueous layer is adjusted with hydrochloric acid until a pH value is 1-5; extraction is carried out with an organic solvent, and drying and concentration crystallization are carried out, such that 1-substituted-1H-1,2,3-triazole-4-carboxylic acid is obtained. The method is suitable for industrial production, and has a great application value.

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