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5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole

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Name

5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole

EINECS 603-010-9
CAS No. 124750-51-2 Density 1.282 g/cm3
PSA 43.60000 LogP 7.74220
Solubility N/A Melting Point 152-155 °C
Formula C33H25BrN4 Boiling Point 718.441 °C at 760 mmHg
Molecular Weight 557.492 Flash Point 388.299 °C
Transport Information N/A Appearance off-white solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 124750-51-2 (5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole) Hazard Symbols N/A
Synonyms

5-[4'-(Bromomethyl)[1,1'-biphenyl]-2-yl]-1-(triphenylmethyl)-1H-tetrazole;N-Triphenylmethyl-5-[4'-(bromomethyl)biphenyl-2-yl]tetrazole;[2'-(N-Trityltetrazol-5-yl)biphenyl-4-yl]methyl bromide;1-Triphenylmethyl-5-[4'-(bromomethyl)biphenyl-2-yl]tetrazole;4'-Bromomethyl-2-(1-triphenylmethyltetrazol-5-yl)biphenyl;5-(4'-Bromomethylbiphenyl-2-yl)-1-trityl-1H-tetrazole;

Article Data 29

5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole Synthetic route

124750-53-4

N-triphenylmethyl-5-(4'-methylbiphenyl-2-yl)tetrazole

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

Conditions
ConditionsYield
With bromine In hexane; water at 69℃; for 0.433333h; Temperature; Solvent; Irradiation; Flow reactor;95.2%
With sodium bromate; sodium hydrogensulfite In water; 1,2-dichloro-ethane at 20℃; Product distribution / selectivity;90%
With N-Bromosuccinimide; dihydrogen peroxide In dichloromethane Reflux;88%
154709-18-9

4'-hydroxymethyl-2-(N-trityl-1H-tetrazol-5-yl)biphenyl

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

Conditions
ConditionsYield
With phosphorus tribromide In dichloromethane at 10 - 20℃; for 1h;95.07%
With sulfuric acid; potassium bromide In N,N-dimethyl acetamide at 10 - 25℃; for 7h; Reagent/catalyst; Solvent;81.4%
124750-53-4

N-triphenylmethyl-5-(4'-methylbiphenyl-2-yl)tetrazole

A

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

B

5-(4'-Dibromomethyl-biphenyl-2-yl)-1-trityl-1H-tetrazole

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium acetate; acetic acid In dichloromethane for 16h; Heating;A 76%
B 7%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 2,2'-azobis(isobutyronitrile) In chlorobenzene at 80℃; Overall yield = 78.6 %;
611-20-1

salicylonitrile

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 98 percent / pyridine / 1.) 0 deg C, 5 min, 2.) r.t., 25 h
2: 1.) Mg, I2; n-Bu3SnCl, 2.) Pd(PPh3)2Cl2, LiCl / 1.) THF, reflux, 30 min; THF, reflux, 20 h, 2.) DMF, 98 deg C, 24 h
3: 1.) NaN3, n-Bu3SnCl, 2.) NaOH / 1.) toluene, 115 deg C, 70 h, 2.) toluene, r.t., 3 h
4: NBS, AIBN / CCl4 / 3 h / Heating
View Scheme
624-31-7

4-tolyl iodide

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Mg, I2; n-Bu3SnCl, 2.) Pd(PPh3)2Cl2, LiCl / 1.) THF, reflux, 30 min; THF, reflux, 20 h, 2.) DMF, 98 deg C, 24 h
2: 1.) NaN3, n-Bu3SnCl, 2.) NaOH / 1.) toluene, 115 deg C, 70 h, 2.) toluene, r.t., 3 h
3: NBS, AIBN / CCl4 / 3 h / Heating
View Scheme
2042-37-7

o-cyanobromobenzene

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Mg, I2; n-Bu3SnCl, 2.) Pd(PPh3)2Cl2, LiCl / 1.) THF, reflux, 30 min; THF, reflux, 20 h, 2.) DMF, 98 deg C, 24 h
2: 1.) NaN3, n-Bu3SnCl, 2.) NaOH / 1.) toluene, 115 deg C, 70 h, 2.) toluene, r.t., 3 h
3: NBS, AIBN / CCl4 / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: bis-triphenylphosphine-palladium(II) chloride; lithium chloride / N,N-dimethyl-formamide / Inert atmosphere
2: sodium azide; tributyltin chloride / toluene / Reflux
3: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane
View Scheme
Multi-step reaction with 4 steps
1.1: palladium dichloride / methanol; toluene / 0.17 h / 20 °C / Inert atmosphere
1.2: 12 h / 110 °C / Inert atmosphere
2.1: zinc(II) chloride; sodium azide / N,N-dimethyl-formamide / 48 h / 120 °C
3.1: triethylamine / dichloromethane / 2 h / 0 °C / Reflux
4.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 3 h / Reflux
View Scheme
114772-53-1

2-Cyano-4'-methylbiphenyl

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaN3, n-Bu3SnCl, 2.) NaOH / 1.) toluene, 115 deg C, 70 h, 2.) toluene, r.t., 3 h
2: NBS, AIBN / CCl4 / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: sodium azide; triethylamine hydrochloride / toluene / 18 h / 105 - 110 °C
2: toluene / 3 h / 20 °C
3: N-Bromosuccinimide; dihydrogen peroxide / dichloromethane / Reflux
View Scheme
Multi-step reaction with 2 steps
1: sodium azide; tributyltin chloride / toluene / Reflux
2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane
View Scheme
76-83-5

trityl chloride

DL-lysine methyl ester dihydrochloride

DL-lysine methyl ester dihydrochloride

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaN3, n-Bu3SnCl, 2.) NaOH / 1.) toluene, 115 deg C, 70 h, 2.) toluene, r.t., 3 h
2: NBS, AIBN / CCl4 / 3 h / Heating
View Scheme
138313-23-2

2-<(trifluoromethanesulfonyl)oxy>benzonitrile

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Mg, I2; n-Bu3SnCl, 2.) Pd(PPh3)2Cl2, LiCl / 1.) THF, reflux, 30 min; THF, reflux, 20 h, 2.) DMF, 98 deg C, 24 h
2: 1.) NaN3, n-Bu3SnCl, 2.) NaOH / 1.) toluene, 115 deg C, 70 h, 2.) toluene, r.t., 3 h
3: NBS, AIBN / CCl4 / 3 h / Heating
View Scheme
120568-11-8

2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl

124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene / 3 h / 20 °C
2: N-Bromosuccinimide; dihydrogen peroxide / dichloromethane / Reflux
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 2 h / 0 °C / Reflux
2: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 3 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: potassium hydroxide / methanol
2: bromine; acetic acid
View Scheme

5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole Chemical Properties

Molecular structure of 5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole (CAS NO.124750-51-2) is:

Product Name: 5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole
CAS Registry Number: 124750-51-2
Molecular Formula: C33H25BrN4
Molecular Weight: 557.49
Melting Point: 152-155 °C
Surface Tension: 49.175 dyne/cm
Density: 1.282 g/cm3
Flash Point: 388.299 °C
Enthalpy of Vaporization: 104.977 kJ/mol
Boiling Point: 718.441 °C at 760 mmHg
Product Categories: Intermediatesof;Biphenyl & Diphenyl ether;Tetrazoles;API intermediates;(intermediates of candesartan cilexetil);Hypertension;Amines;Aromatics;Heterocycles;Intermediates

5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole Uses

 5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole (CAS NO.124750-51-2) is used as an intermediate in the synthesis of Losartan and Valsartan.

5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole Specification

 5-(4'-Bromomethyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole , its cas register number is 124750-51-2. It also can be called N-(Triphenylmethyl)-5-(4'-bromomethylbiphenyl-2-yl-)terazole .It is a off-white solid.

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