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4076-36-2

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4076-36-2 Usage

Uses

Different sources of media describe the Uses of 4076-36-2 differently. You can refer to the following data:
1. 5-Methyl Tetrazole is used in the preparation of novel antifungal agents based derived from N-iodopropargylazoles and N-triiodoallylazoles. 5-Methyl Tetrazole also in the preparation of novel quinoline derivatives against mycobacterium tuberculosis.
2. 5-Methyl-1H-tetrazole is used in the preparation of novel antifungal agents based derived from N-iodopropargylazoles and N-triiodoallylazoles. 5-Methyl Tetrazole also in the preparation of novel quinoline derivatives against mycobacterium tuberculosis.

Check Digit Verification of cas no

The CAS Registry Mumber 4076-36-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,0,7 and 6 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 4076-36:
(6*4)+(5*0)+(4*7)+(3*6)+(2*3)+(1*6)=82
82 % 10 = 2
So 4076-36-2 is a valid CAS Registry Number.
InChI:InChI=1/C2H4N4/c1-2-3-5-6-4-2/h1H3,(H,3,4,5,6)

4076-36-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (H60248)  5-Methyl-1H-tetrazole, 97%   

  • 4076-36-2

  • 5g

  • 434.0CNY

  • Detail
  • Alfa Aesar

  • (H60248)  5-Methyl-1H-tetrazole, 97%   

  • 4076-36-2

  • 25g

  • 1746.0CNY

  • Detail

4076-36-2Synthetic route

acetonitrile
75-05-8

acetonitrile

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 120℃; for 3h;99%
With sodium azide; nickel(II) ferrite; ammonium acetate In N,N-dimethyl-formamide at 100℃; for 1h;94%
With sodium azide; zinc(II) sulfate In butan-1-ol at 110℃; for 16h; Reagent/catalyst;94%
5-methyl-1-trityl-1H-tetrazole

5-methyl-1-trityl-1H-tetrazole

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Conditions
ConditionsYield
With naphthalene; lithium In tetrahydrofuran at -78℃; for 2.5h; Inert atmosphere;93%
2,2-dimethyl-1-(5-methyl-1H-tetrazol-1-yl)propan-1-one

2,2-dimethyl-1-(5-methyl-1H-tetrazol-1-yl)propan-1-one

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Conditions
ConditionsYield
With naphthalene; lithium In tetrahydrofuran at 0℃; for 3h; Inert atmosphere;61%
benzonitrile
100-47-0

benzonitrile

acetonitrile
75-05-8

acetonitrile

A

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

B

5-Phenyl-1H-tetrazole
18039-42-4

5-Phenyl-1H-tetrazole

Conditions
ConditionsYield
With trimethylsilylazide; dibutyltin diacetate at 30℃; for 24h;A 40%
B 40%
ethyl nitrite
109-95-5

ethyl nitrite

ethanol
64-17-5

ethanol

acetamidrazone hydrochloride
39254-63-2

acetamidrazone hydrochloride

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

ethyl nitrite
109-95-5

ethyl nitrite

acetamidrazone hydrochloride
39254-63-2

acetamidrazone hydrochloride

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

1-ethoxy-1,1-diazido-ethane
98071-92-2

1-ethoxy-1,1-diazido-ethane

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Conditions
ConditionsYield
With toluene; ethanethiol
thioacetamide
62-55-5

thioacetamide

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Conditions
ConditionsYield
With tetrahydrofuran; aluminium trichloride; sodium azide
1-Methoxy-5-methyl-1H-tetrazole
90040-43-0

1-Methoxy-5-methyl-1H-tetrazole

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Conditions
ConditionsYield
With phosphorus; hydrogen iodide for 2.5h; Heating;0.22 g
acetonitrile
75-05-8

acetonitrile

azido-tetraphenylporphinato-Co(III)complex

azido-tetraphenylporphinato-Co(III)complex

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Conditions
ConditionsYield
With hydrogenchloride 1.) CH2Cl2, R.T., 7 d, 2.) EtOH, R.T., 1 h; Multistep reaction;
acetonitrile
75-05-8

acetonitrile

polymeric Schiff Base cobalt(III) complex azid

polymeric Schiff Base cobalt(III) complex azid

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Conditions
ConditionsYield
With hydrogenchloride 1.) MeCN, reflux, 60 d, 2.) MeOH, 30 min; Yield given. Multistep reaction;
1-ethoxy-1,1-diazido-ethane
98071-92-2

1-ethoxy-1,1-diazido-ethane

toluene
108-88-3

toluene

ethanethiol
75-08-1

ethanethiol

A

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

B

nitrogen

nitrogen

O-ethyl acetimidate
1000-84-6

O-ethyl acetimidate

5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Conditions
ConditionsYield
Stage #1: O-ethyl acetimidate With hydrazine hydrate at -15 - -10℃;
Stage #2: With sodium nitrite In water at 5℃; for 0.5h; Reagent/catalyst;
15.8 g
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

tert-butyl alcohol
75-65-0

tert-butyl alcohol

2-(tert-butyl)-5-methyl-2H-tetrazole
133500-31-9

2-(tert-butyl)-5-methyl-2H-tetrazole

Conditions
ConditionsYield
With sulfuric acid for 0.5h;97%
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 20 - 25℃; for 48h; regioselective reaction;70%
With trifluorormethanesulfonic acid at 20℃; for 2h;60%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

7-Aminocephalosporanic acid
957-68-6

7-Aminocephalosporanic acid

7-amino-3-[2-(5-methyl-2H-tetrazolyl)methyl]cephalosporanic acid

7-amino-3-[2-(5-methyl-2H-tetrazolyl)methyl]cephalosporanic acid

Conditions
ConditionsYield
Stage #1: 5-methyl-1,2,3,4-tetrazole With sulfuric acid at 20℃; for 0.333333h;
Stage #2: 7-Aminocephalosporanic acid at 20℃; Reagent/catalyst;
96.21%
With borane-THF In tetrahydrofuran at 55℃; for 6h; Temperature; Concentration;95%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
171364-79-7

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(4-methoxyphenyl)-5-methyl-2H-tetrazole

2-(4-methoxyphenyl)-5-methyl-2H-tetrazole

Conditions
ConditionsYield
With pyridine; 1,3-bis-(diphenylphosphino)propane; oxygen; silver trifluoroacetate; triphenylphosphine; copper(I) bromide In dichloromethane; acetonitrile at 0 - 20℃; for 10h; Reagent/catalyst; Solvent;93.7%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

4-chlorophenylboronic acid pinacol ester
195062-61-4

4-chlorophenylboronic acid pinacol ester

2-(4-chlorophenyl)-5-methyl-2H-tetrazole

2-(4-chlorophenyl)-5-methyl-2H-tetrazole

Conditions
ConditionsYield
With pyridine; 1,3-bis-(diphenylphosphino)propane; oxygen; silver trifluoroacetate; triphenylphosphine; copper(I) bromide In dichloromethane; acetonitrile at 0 - 20℃; for 8h; Reagent/catalyst; Solvent;93.5%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

silver nitrate

silver nitrate

5-methyl tetrazole

5-methyl tetrazole

Conditions
ConditionsYield
In water at 120℃; for 72.5h; Temperature; Solvent;92%
In water equiv. amounts of educts; filtered, washed with ethanol or aq. alcohol, dried at 70 - 90°C;
In water equiv. amounts of educts; filtered, washed with ethanol or aq. alcohol, dried at 70 - 90°C;
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

dimethylbis(η5-pentamethylcyclopentadienyl)uranium
67605-92-9

dimethylbis(η5-pentamethylcyclopentadienyl)uranium

(C5Me5)2U[η2-(N,N′)-tetrazolate]2

(C5Me5)2U[η2-(N,N′)-tetrazolate]2

Conditions
ConditionsYield
In toluene at 20℃; for 2h; Inert atmosphere;91%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

silver nitrate

silver nitrate

Ag(1+)*(x)C2H3N4(1-)

Ag(1+)*(x)C2H3N4(1-)

Conditions
ConditionsYield
In water at 121℃; for 70.5h;91%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

5-methyl-1,3,4-oxadiazole-2-carboxylic acid potassium salt
888504-28-7

5-methyl-1,3,4-oxadiazole-2-carboxylic acid potassium salt

Conditions
ConditionsYield
Stage #1: 5-methyl-1,2,3,4-tetrazole; Ethyl oxalyl chloride With triethylamine In toluene at 0 - 65℃; for 3h;
Stage #2: With potassium hydroxide; water In ethanol at 10 - 20℃; for 1.16667h;
90.8%
Stage #1: 5-methyl-1,2,3,4-tetrazole; Ethyl oxalyl chloride With triethylamine In toluene at 0 - 5℃; for 1h;
Stage #2: In toluene at 50 - 65℃; for 1.66667 - 1.83333h;
Stage #3: With potassium hydroxide In ethanol; water at 10 - 20℃; for 1.16667h;
90.8%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

4-nitrobenzyl chloride
619-73-8

4-nitrobenzyl chloride

5-methyl-2-(4-nitrobenzyl)-2H-tetrazole

5-methyl-2-(4-nitrobenzyl)-2H-tetrazole

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 60℃; for 5h;90%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

2-chloro-10-(3-chloropropyl)-10H-phenothiazine
2765-59-5

2-chloro-10-(3-chloropropyl)-10H-phenothiazine

C17H16ClN5S

C17H16ClN5S

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone at 80℃; for 72h;88.67%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

2-(2-cyclohexenyl)-5-methyltetrazole

2-(2-cyclohexenyl)-5-methyltetrazole

Conditions
ConditionsYield
With phosphoric acid; water at 20℃; for 0.666667h;88%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

trans-[PtCl4(propiononitrile)2]
342028-87-9, 430431-14-4, 92275-25-7

trans-[PtCl4(propiononitrile)2]

Conditions
ConditionsYield
In dichloromethane byproducts: 2EtCN; other Radiation; microwave irradn. (40 °C), 4 h; ppt. was filtered off, washed with Et2O, dried in vac. at room temp., elem. anal.;87%
In nitromethane byproducts: 2EtCN; reflux for 6 h; ppt. was filtered off, washed with Et2O, dried in vac. at room temp., elem. anal.;78%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

dimethyl [2-(diisopropylamino)ethynyl]phosphonate

dimethyl [2-(diisopropylamino)ethynyl]phosphonate

A

dimethyl [(Z)-2-diisopropylamino-2-(5-methyl-1H-tetrazol-1-yl)vinyl]-phosphonate

dimethyl [(Z)-2-diisopropylamino-2-(5-methyl-1H-tetrazol-1-yl)vinyl]-phosphonate

B

dimethyl [(Z)-2-diisopropylamino-2-(5-methyl-1H-tetrazol-2-yl)vinyl]-phosphonate

dimethyl [(Z)-2-diisopropylamino-2-(5-methyl-1H-tetrazol-2-yl)vinyl]-phosphonate

Conditions
ConditionsYield
In tetrachloromethane at 80℃; for 2h; Inert atmosphere; diastereoselective reaction;A 87%
B 11%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

ammonium hexafluorophosphate

ammonium hexafluorophosphate

[(η5-C5Me5)RhCl(2,2'-bipyridine)]Cl

[(η5-C5Me5)RhCl(2,2'-bipyridine)]Cl

acetonitrile
75-05-8

acetonitrile

[[(η5-C5Me5)Ir(2,2'-bipyridine)]2(μ-(5-methyltetrazolato))][PF6]3*CH3CN

[[(η5-C5Me5)Ir(2,2'-bipyridine)]2(μ-(5-methyltetrazolato))][PF6]3*CH3CN

Conditions
ConditionsYield
Stage #1: [(η5-C5Me5)RhCl(2,2'-bipyridine)]Cl With silver trifluoromethanesulfonate In methanol at 20℃; for 24h; Darkness;
Stage #2: 5-methyl-1,2,3,4-tetrazole In methanol for 1h;
Stage #3: ammonium hexafluorophosphate; acetonitrile In methanol
86%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

pivaloyl chloride
3282-30-2

pivaloyl chloride

2,2-dimethyl-1-(5-methyl-1H-tetrazol-1-yl)propan-1-one

2,2-dimethyl-1-(5-methyl-1H-tetrazol-1-yl)propan-1-one

Conditions
ConditionsYield
Stage #1: 5-methyl-1,2,3,4-tetrazole With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: pivaloyl chloride In tetrahydrofuran; hexane at 20℃; Inert atmosphere;
85%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

iodosylbenzene
536-80-1

iodosylbenzene

bis(5-methyltetrazolyl)iodobenzene

bis(5-methyltetrazolyl)iodobenzene

Conditions
ConditionsYield
In dichloromethane at 25℃; for 0.5h; Solvent; Darkness;85%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

benzoic acid anhydride
93-97-0

benzoic acid anhydride

2-methyl-5-phenyl-[1,3,4]oxadiazole
4046-03-1

2-methyl-5-phenyl-[1,3,4]oxadiazole

Conditions
ConditionsYield
84%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
7226-23-5

1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

ethanol
64-17-5

ethanol

Zn(5-methyltetrazole(-H))2·0.5(tetrahydro-1,3-dimethyl-2(1H) pyrimidine)·0.5(ethanol)

Zn(5-methyltetrazole(-H))2·0.5(tetrahydro-1,3-dimethyl-2(1H) pyrimidine)·0.5(ethanol)

Conditions
ConditionsYield
at 120℃; for 72h; Sealed tube;84%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

1-methyl-3,5-dinitro-1H-[1,2,4]triazole
1199-63-9

1-methyl-3,5-dinitro-1H-[1,2,4]triazole

A

5-Methyl-1-(2-methyl-5-nitro-2H-[1,2,4]triazol-3-yl)-1H-tetrazole
74245-88-8

5-Methyl-1-(2-methyl-5-nitro-2H-[1,2,4]triazol-3-yl)-1H-tetrazole

B

1-methyl-3-nitro-1,2,4-triazol-5(1H,4H)-one
22244-55-9

1-methyl-3-nitro-1,2,4-triazol-5(1H,4H)-one

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 60℃; for 10h;A 6.6%
B 83%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

dimethyl <2-(tert-butylimino)vinyl>phosphonate
85829-45-4

dimethyl <2-(tert-butylimino)vinyl>phosphonate

[2-tert-butylimino-2-(5-methyltetrazol-1-yl)ethyl]phosphonic acid dimethyl ester

[2-tert-butylimino-2-(5-methyltetrazol-1-yl)ethyl]phosphonic acid dimethyl ester

Conditions
ConditionsYield
In tetrachloromethane for 15h; Reflux; regioselective reaction;83%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

terephthalic acid
100-21-0

terephthalic acid

tetramethyl ammoniumhydroxide
75-59-2

tetramethyl ammoniumhydroxide

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

N,N-dimethyl-formamide

C4H12N(1+)*2Zn(2+)*1.8C3H7NO*3C2H3N4(1-)*C8H4O4(2-)

C4H12N(1+)*2Zn(2+)*1.8C3H7NO*3C2H3N4(1-)*C8H4O4(2-)

Conditions
ConditionsYield
at 120℃; for 24h; Sealed tube;83%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

C11H13BrN4O4
14947-26-3

C11H13BrN4O4

A

N-[2,2-Dimethyl-1-(5-methyl-tetrazol-2-yl)-prop-(Z)-ylidene]-N'-(2,4-dinitro-phenyl)-hydrazine
114065-08-6

N-[2,2-Dimethyl-1-(5-methyl-tetrazol-2-yl)-prop-(Z)-ylidene]-N'-(2,4-dinitro-phenyl)-hydrazine

B

N-[2,2-Dimethyl-1-(5-methyl-tetrazol-1-yl)-prop-(Z)-ylidene]-N'-(2,4-dinitro-phenyl)-hydrazine
114064-55-0

N-[2,2-Dimethyl-1-(5-methyl-tetrazol-1-yl)-prop-(Z)-ylidene]-N'-(2,4-dinitro-phenyl)-hydrazine

Conditions
ConditionsYield
With triethylamine In butanone for 1h; Ambient temperature;A 8%
B 82%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

silver(I) hexafluorophosphate
26042-63-7

silver(I) hexafluorophosphate

[(η5-pentamethylcyclopentadienyl)Ir(Me2dtc)Cl]
68315-69-5

[(η5-pentamethylcyclopentadienyl)Ir(Me2dtc)Cl]

[((η5-pentamethylcyclopentadienyl)Ir(Me2dtc))2(μ-MeCN4-κN(1):κN(4))]PF6
1003294-71-0

[((η5-pentamethylcyclopentadienyl)Ir(Me2dtc))2(μ-MeCN4-κN(1):κN(4))]PF6

Conditions
ConditionsYield
In methanol; acetonitrile to soln. Ir complex in MeOH-MeCN soln. AgPF6 in MeOH was added and stirred in the dark for 2 h, soln. was filtered and evapd., residue was extd.with MeCN, 5-methyltetrazole was added; Et2O vapor diffusion, ppt. was filtered and air-dried; elem. anal.;82%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

N-adamant-1-yl(diethoxyphosphoryl)ketenimine

N-adamant-1-yl(diethoxyphosphoryl)ketenimine

[2-(adamantan-1-ylimino)-2-(5-methyltetrazol-1-yl)ethyl]-phosphonic acid diethyl ester

[2-(adamantan-1-ylimino)-2-(5-methyltetrazol-1-yl)ethyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
In tetrachloromethane for 15h; Reflux; regioselective reaction;82%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

lithium perchlorate trihydrate

lithium perchlorate trihydrate

[(-CH2C6H2(S)(tert-butyl)CH2N(methyl)C2H4N(methyl)C2H4N(methyl)CH2C6H2(S)(tert-butyl)CH2N(methyl)C2H4N(methyl)C2H4N(methyl)-)Ni2(μ-Cl)](perchlorate)
366804-74-2

[(-CH2C6H2(S)(tert-butyl)CH2N(methyl)C2H4N(methyl)C2H4N(methyl)CH2C6H2(S)(tert-butyl)CH2N(methyl)C2H4N(methyl)C2H4N(methyl)-)Ni2(μ-Cl)](perchlorate)

[Ni2(5-Me-1,2,3,4-tetrazole)(tBuC6H2CH2NMeC2H4NMeC2H4NMeCH2)2]ClO4
1156490-78-6

[Ni2(5-Me-1,2,3,4-tetrazole)(tBuC6H2CH2NMeC2H4NMeC2H4NMeCH2)2]ClO4

Conditions
ConditionsYield
With Et3N In methanol 1.1 equiv. of Et3N was added to MeOH soln. of 1.1 equiv. of tetrazole-compd., 1 equiv. of Ni-compd. was added, stirring for 12 h, 1 equiv. of Li-compd. was added in MeOH, stirring for 2 h; ppt. was filtered off, washed with cold EtOH, dried in air;80%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

ammonium hexafluorophosphate

ammonium hexafluorophosphate

[(η5-C5Me5)RhCl(2-(2'-pyridyl)phenyl)]

[(η5-C5Me5)RhCl(2-(2'-pyridyl)phenyl)]

[[(η5-C5Me5)Rh(2-(2'-pyridyl)phenyl)]2(μ-(5-methyltetrazolato))][PF6]

[[(η5-C5Me5)Rh(2-(2'-pyridyl)phenyl)]2(μ-(5-methyltetrazolato))][PF6]

Conditions
ConditionsYield
Stage #1: [(η5-C5Me5)RhCl(2-(2'-pyridyl)phenyl)] With silver trifluoromethanesulfonate In methanol at 20℃; for 2h; Darkness;
Stage #2: 5-methyl-1,2,3,4-tetrazole With triethylamine In methanol for 1h;
Stage #3: ammonium hexafluorophosphate In methanol for 1h;
80%
5-methyl-1,2,3,4-tetrazole
4076-36-2

5-methyl-1,2,3,4-tetrazole

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

N,N-dimethyl acetamide
127-19-5

N,N-dimethyl acetamide

Zn(5-methyltetrazole(-H))2·N,N-dimethylacetamide

Zn(5-methyltetrazole(-H))2·N,N-dimethylacetamide

Conditions
ConditionsYield
In ethanol at 120℃; for 72h; Sealed tube;80%

4076-36-2Relevant articles and documents

METHYLATION OF 1-HYDROXYTETRAZOLES

Luk'yanov, O. A.,Shlykova, N. I.

, p. 161 - 165 (1984)

-

Catalytic conversion of 2,4,5-trisubstituted imidazole and 5-substituted 1H-tetrazole derivatives using a new series of half-sandwich (η6-p-cymene)Ruthenium(II) complexes with thiophene-2-carboxylic acid hydrazone ligands

Vinoth, Govindasamy,Indira, Sekar,Bharathi, Madheswaran,Archana, Govindhasamy,Alves, Luis G.,Martins, Ana M.,Shanmuga Bharathi, Kuppannan

, (2020/11/16)

A new series of half-sandwich (η6-p-cymene) ruthenium(II) complexes with thiophene-2-carboxylic acid hydrazide derivatives [Ru(η6-p-cymene)(Cl)(L)] [L = N'-(naphthalen-1-ylmethylene)thiophene-2-carbohydrazide (L1), N'-(anthracen-9-ylmethylene)thiophene-2-carbohydrazide (L2) and N'-(pyren-1-ylmethylene)thiophene-2-carbohydrazide (L3)] were synthesized. The ligand precursors and their Ru(II) complexes (1–3) were structurally characterized by spectral (IR, UV–Vis, NMR and mass spectrometry) and elemental analysis. The molecular structures of the ruthenium(II) complexes 1–3 were determined by single-crystal X-ray diffraction. All complexes were used as catalysts for the one-pot three-component syntheses of 2,4,5-trisubstitued imidazole and 5-substituted 1H-tetrazole derivatives. The catalytic studies optimized parameters as solvent, temperature and catalyst. The catalysts revealed very active for a broad range of aromatic aldehydes presenting either electron attractor or electron donor substituents and, although less active, moderate to high activities were observed for alkyl aldehydes.

Igneous rock powder as a heterogeneous multi-oxide nano-catalyst for the synthesis of 5-substituted-1H-tetrazoles in polyethylene glycol

Javaherian, Mohammad,Movaheditabar, Parviz,Nobakht, Valiollah

, (2021/10/25)

The use of igneous rock nano-powder as a heterogeneous and recyclable multi-oxide nano-catalyst synthesizing of 5-substituted-1H-tetrazoles is reported. The igneous rock nano-powder was initially prepared by using the ball-milling method. Then, the structure, morphology, and magnetic properties of the prepared igneous rock nano-powder were characterized with some different spectroscopic, microscopic, and thermogravimetric techniques, such as FTIR, FESEM, XRF, XRD, Histogram, and EDS. The instrumental analyses showed that the prepared igneous rock powder is a mixture of metal oxides, such as Si, Al, Ca, Mg, Fe, Na, Mn, and Sr. It showed an excellent catalytic performance in synthesizing of 5-substituted-1H-tetrazoles through [3 + 2] cycloaddition reaction between sodium azide and nitrile compounds. Various aliphatic and aromatic nitriles and sodium azide were reacted in the presence of a catalytic amount of igneous rock nano-powder at 80 o C temperature in PEG-400. The protocol was simple and rapid, with suitable yields of the obtained tetrazoles. The igneous rock nano-powder is readily accessible, reusable, and holds potential for further application in acid-catalyzed organic syntheses and industrial requirements. Graphic abstract: [Figure not available: see fulltext.]

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