4-Bromo-1-methyl-1H-1,2,3-triazole supplier

Name
1H-1,2,3-TRIAZOLE, 4-BROMO-1-METHYL-
EINECS
CAS No. 13273-53-5
Article Data4
CAS DataBase
Density 1.934 g/cm³
Solubility
Melting Point 98.5-99 °C
Formula C₃H₄BrN₃
Boiling Point 227.32 °C at 760 mmHg
Molecular Weight 161.989
Flash Point 91.28 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1H-1,2,3-TRIAZOLE, 4-BROMO-1-METHYL-;4-BROMO-1-METHYL-1H-1,2,3-TRIAZOLE;4-BroMo-1-Methyl-1,2,3-triazole;4-broMo-1-Methyl-1H-1,2,3-triazo;4-BroMo-1-Methyl-1H-1,2,3-triazole, 97%+
PSA 30.71000
LogP 0.57760

Synthetic route

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

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

Conditions

Conditions	Yield
With isopropylmagnesium chloride In tetrahydrofuran at -10℃; Temperature; Reagent/catalyst; Solvent;	90%

: 186581-53-3, 908094-01-9
diazomethane

: 60-29-7
diethyl ether

: 506-68-3
bromocyane

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

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

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

D: 590-17-0
cyanomethyl bromide

...Expand

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

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

Conditions

Conditions	Yield
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

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

Conditions

Conditions	Yield
With water; hydrogen bromide; copper

: 186581-53-3, 908094-01-9
diazomethane

: 506-68-3
bromocyane

A: 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

Conditions	Yield
With diethyl ether

...Expand

: 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-(1-methyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl]oxy}methyl)piperidine-1-carboxylate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In ethanol; toluene at 80℃; for 18h; Inert atmosphere;	97%

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

: 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

Conditions

Conditions	Yield
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%

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

Conditions

Conditions	Yield
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%

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

Conditions

Conditions	Yield
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%

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

: 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

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane; water at 90℃; for 32h; Inert atmosphere;	73%

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

: 1079-66-9
chloro-diphenylphosphine

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

Conditions

Conditions	Yield
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%

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

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane; water at 80℃;	13%

: 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-(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

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In water; N,N-dimethyl-formamide at 90℃; for 2h; Inert atmosphere;	7%

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

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In acetonitrile at 22 - 170℃; for 0.5h; Inert atmosphere; Microwave irradiation; Sealed tube;	6%

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

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 16h; Inert atmosphere;	4.8%

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

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 16h; Inert atmosphere;	4.2%

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

: 59016-93-2
p-hydroxymethylphenylboronic acid

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

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water for 16h; Inert atmosphere; Reflux;	3.4 g

: 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

: 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

Conditions

Conditions	Yield
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

...Expand

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

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In water at 95℃;	0.011 g

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

: 1663-39-4
tert-Butyl acrylate

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

Conditions

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

4-Bromo-1-methyl-1H-1,2,3-triazole Specification

The 1H-1,2,3-Triazole,4-bromo-1-methyl-, with CAS registry number 13273-53-5, has the systematic name of 4-bromo-1-methyl-1H-1,2,3-triazole. Its molecular weight is 161.988. And the chemical formula of this chemical is C₃H₄BrN₃.

Physical properties of 1H-1,2,3-Triazole,4-bromo-1-methyl-: (1)ACD/LogP: 0.88; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 0; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 39; (8)ACD/KOC (pH 7.4): 39; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 30.71 Å²; (13)Index of Refraction: 1.669; (14)Molar Refractivity: 31.252 cm³; (15)Molar Volume: 83.74 cm³; (16)Polarizability: 12.389×10^-24cm³; (17)Surface Tension: 52.161 dyne/cm; (18)Density: 1.934 g/cm³; (19)Flash Point: 91.28 °C; (20)Enthalpy of Vaporization: 46.388 kJ/mol; (21)Boiling Point: 227.32 °C at 760 mmHg; (22)Vapour Pressure: 0.078 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Cn1cc(Br)nn1
(2)InChI: InChI=1/C3H4BrN3/c1-7-2-3(4)5-6-7/h2H,1H3
(3)InChIKey: RQZZFHDFPSNDKV-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C3H4BrN3/c1-7-2-3(4)5-6-7/h2H,1H3
(5)Std. InChIKey: RQZZFHDFPSNDKV-UHFFFAOYSA-N

Product Name

1H-1,2,3-TRIAZOLE, 4-BROMO-1-METHYL-

Synthetic route

4-Bromo-1-methyl-1H-1,2,3-triazole Specification

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