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693-98-1 Usage

Summary

2-Methyl imidazole is also known as 2-methyl-imidazol,which is white needle crystal or crystalline powder at room temperature. Relative molecular mass 82.11. Melting point 145~146℃. Boiling point 267℃. Able to sublimate. Flash point 160℃. Insoluble in cold ether and benzene, soluble in water, alcohols and ketones. Irritating to the skin and mucous membrane. Mice are investigated with LD501400mg/kg by oral. 2-Methylimidazole is the intermediate of producing pranti-trichomonal pesticide, metronidazole (Flagyl). It is also curing agent and curing accelerator of epoxy resin and other resin and plays a special role in the amine curing agent. As temperature curing agent of epoxy resin, it can be used alone and it can produce cured products with high heat distortion temperature after heat treatment in a short period. However, it is mainly used as curing accelerator for powder forming and powder coating which can be obtained by dehydrogenation of 2-methylimidazole.

Chemical Properties

white to light yellow crystalline powder

Purification Methods

Recrystallise 2-methylimidazole from *benzene or pet ether. The picrate has m 215o (from H2O). [Beilstein 23 III/IV 594, 23/5 V 35.]

Production

1. The product is produced by the following steps: glyoxal, acetaldehyde and ammonia are used as raw materials to produce crude products of 2-methylimidazole after reaction, and then refined by sublimation.
2. Use ethylenediamine and acetonitrile as raw materials, and them react in the presence of sulfur to generate imidazoline., The dehydrogenation occurs below 20℃ with nickel as catalyst to get 2-methylimidazole products.
3. Products can be obtained by reaction of glyoxal and methylamine in the presence of formaldehyde.
4.It can be obtained by dehydrogenation of 2-methylimidazole. Heat 2-methylimidazoline to molten (melting point of 107℃), add active nickel carefully, heat up to 200-210℃ and react for 2h. Cool to 150℃, then add water for dissolving, filter press while hot, separate active nickel, concentrate the filtrate to the temperature at 140℃, discharge and cool to get 2-methylimidazole. The purity of products produced with this method is more than 98%. Product consumes (95%) 1095kg ethylenediamine and 975kg acetonitrile. Using glyoxal and aldehyde as raw materials is better.

Usage

  • Used as the intermediate of metronidazole, as well as curing agent of epoxy resin and other resin;
  • This product is the intermediate of metronidazole and fodder growth promoter (dimetridazole), as well as curing agent of epoxy resin and other resin. As temperature curing agent of epoxy resin, it can be used alone, but it is mainly used as curing accelerator for powder forming and powder coating;
  • Used as the intermediate of producing metronidazole, as well as curing agent of epoxy resin and other resin. Dye auxiliaries of fiber textile. Organic synthesis;
  • Used as intermediates of producing drugs, such as metronidazole, two methyl imidazole, etc. It can be used as the curing agent of epoxy resin and dye auxiliaries of fiber textile, as well as additives for the preparation of foam plastics.

Uses

Hardener or accelerator for epoxy

Chemical properties

Solid. Soluble in water, ethanol, slightly soluble in cold benzene.

Uses

2-Methylimidazole is a monomethylated imidazole that can be used as a building block in the preparation of a wide range of biologically active compounds. 2-Methylimidazole as well as other imidazoles can be use as catalyst for refolding of enhanced coloured fluorescent protein. 2-Methylimidazole has been identified as a byproduct of fermentation and is detected in foods and mainstream and side-str eam tobacco smoke.
InChI:InChI=1/C4H6N2/c1-4-5-2-3-6-4/h2-3H,1H3,(H,5,6)

693-98-1 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (M50850)  2-Methylimidazole  99% 693-98-1 M50850-500G 808.47CNY Detail
Aldrich (M50850)  2-Methylimidazole  99% 693-98-1 M50850-100G 270.27CNY Detail
Sigma-Aldrich (02736)  2-Methylimidazole  ≥95.0% (HPLC), pharmaceutical impurity standard 693-98-1 02736-50MG 2,574.00CNY Detail
Sigma-Aldrich (Y0001320)  OndansetronimpurityF  European Pharmacopoeia (EP) Reference Standard 693-98-1 Y0001320 1,880.19CNY Detail
Sigma-Aldrich (PHR1181)  2-Methylimidazole (Ondansetron Impurity F)  pharmaceutical secondary standard; traceable to PhEur 693-98-1 PHR1181-500MG 732.19CNY Detail
Alfa Aesar (A17063)  2-Methylimidazole, 97%    693-98-1 2500g 2484.0CNY Detail
Alfa Aesar (A17063)  2-Methylimidazole, 97%    693-98-1 500g 622.0CNY Detail
Alfa Aesar (A17063)  2-Methylimidazole, 97%    693-98-1 100g 194.0CNY Detail

693-98-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methylimidazole

1.2 Other means of identification

Product number -
Other names Denka CN 25

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:693-98-1 SDS

693-98-1Synthetic route

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With triethylsilane; palladium 10% on activated carbon In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;97%
With potassium tert-butylate; oxygen; dimethyl sulfoxide at 0℃; for 0.25h;85%
With ammonia; sodium
lysidine
534-26-9

lysidine

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With sodium periodate; [N,N'-bis(salicylidene)-o-phenylenediaminato]manganese(III) chloride In water; acetonitrile at 20℃; for 0.416667h;93%
With aluminum oxide; potassium permanganate In acetonitrile at 20℃; for 0.25h;92%
With sodium periodate; (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride In water; acetonitrile at 20℃; for 5h;92%
2-bromo-1H-imidazole
16681-56-4

2-bromo-1H-imidazole

Trimethylboroxine
823-96-1

Trimethylboroxine

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With C70H40Cl2F68N2O6Pd2; tetrabutylammomium bromide; potassium carbonate In water at 140℃; for 0.416667h; Suzuki-Miyaura reaction; Microwave irradiation;93%
Glyoxal
131543-46-9

Glyoxal

ammonia
7664-41-7

ammonia

isobutyraldehyde
78-84-2

isobutyraldehyde

methylamine
74-89-5

methylamine

A

2-isopropyl-1-methyl-1(H)-imidazole
22509-02-0

2-isopropyl-1-methyl-1(H)-imidazole

B

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
Stage #1: ammonia; isobutyraldehyde; methylamine In methanol; water at 25℃; for 1h;
Stage #2: Glyoxal; ammonia at 25℃; for 1h;
A 88%
B 3%
Glyoxal
131543-46-9

Glyoxal

acetaldehyde
75-07-0

acetaldehyde

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With ammonium bicarbonate In water at 15 - 30℃; for 0.0208333h; Temperature; Microwave irradiation;87.1%
With ammonium hydroxide at 20℃; for 2h;8.9 g
at 0 - 25℃; for 24h;
Glyoxal
131543-46-9

Glyoxal

acetaldehyde
75-07-0

acetaldehyde

methylamine
74-89-5

methylamine

A

1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

B

1,2-dimethyl-1H-imidazole
1739-84-0

1,2-dimethyl-1H-imidazole

C

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With ammonium hydroxide In water at 25 - 70℃; under 225023 Torr; Pressure; Temperature;A 6.27%
B 85.1%
C 6.59%
(3aα,4α,7α,7aα)-2-methyl-3a,4,7,7a-tetrahydro-4,7-methano-1H-benzimidazole

(3aα,4α,7α,7aα)-2-methyl-3a,4,7,7a-tetrahydro-4,7-methano-1H-benzimidazole

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
In decalin at 195℃; for 2h;79%
piperazine
110-85-0

piperazine

A

1H-imidazole
288-32-4

1H-imidazole

B

1,4-pyrazine
290-37-9

1,4-pyrazine

C

1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

D

2-Methylpyrazine
109-08-0

2-Methylpyrazine

E

2-ethylpyrazine
13925-00-3

2-ethylpyrazine

F

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
Pt-Al2O3-In2O3-Re at 400℃; Product distribution; variation of catalyst, temperature;A n/a
B 78.7%
C n/a
D 1.6%
E 3.5%
F n/a
1,4-di-tert-butyl-1,4-diazabutadiene
28227-42-1, 30834-74-3

1,4-di-tert-butyl-1,4-diazabutadiene

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
In diethyl ether at 800℃; under 0.0003 Torr;67%
acetic acid methyl ester
79-20-9

acetic acid methyl ester

ethylenediamine
107-15-3

ethylenediamine

A

lysidine
534-26-9

lysidine

B

1-ethyl-2-methylimidazole
21202-52-8

1-ethyl-2-methylimidazole

C

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
Pt/Al2O3 at 400℃; under 760 Torr;A 7%
B 10.5%
C 62.5%
acetic acid methyl ester
79-20-9

acetic acid methyl ester

ethylenediamine
107-15-3

ethylenediamine

A

lysidine
534-26-9

lysidine

B

1,2-dimethyl-1H-imidazole
1739-84-0

1,2-dimethyl-1H-imidazole

C

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
Pt/Al2O3 at 400℃; under 760 Torr;A 6.6%
B 15.2%
C 61.1%
Pt/Al2O3 at 360℃; under 760 Torr;A 15.5%
B 9%
C 58.5%
Pt/Al2O3 at 360℃; under 760 Torr; Product distribution; var. temp.;
1,4-diisopropyl-1,4-diazabuta-1,3-diene
28227-41-0, 24764-90-7

1,4-diisopropyl-1,4-diazabuta-1,3-diene

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
In diethyl ether at 800℃; under 0.0003 Torr;43%
Glyoxal
131543-46-9

Glyoxal

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

acetaldehyde
75-07-0

acetaldehyde

A

(S)-2-(1H-imidazol-1-yl)-1-phenylethanol

(S)-2-(1H-imidazol-1-yl)-1-phenylethanol

B

(S)-2-(2-Methyl-imidazol-1-yl)-1-phenyl-ethanol

(S)-2-(2-Methyl-imidazol-1-yl)-1-phenyl-ethanol

C

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With ammonium acetate In methanol; water for 5h; Heating;A n/a
B 41%
C n/a
(S)-valinol
2026-48-4

(S)-valinol

Glyoxal
131543-46-9

Glyoxal

acetaldehyde
75-07-0

acetaldehyde

A

(S)-3-Methyl-2-(2-methyl-imidazol-1-yl)-butan-1-ol
909026-22-8

(S)-3-Methyl-2-(2-methyl-imidazol-1-yl)-butan-1-ol

B

2-methylimidazole
693-98-1

2-methylimidazole

C

1-[(2S)-1-methoxy-3-methylbutan-2-yl]-1H-imidazole
497830-20-3

1-[(2S)-1-methoxy-3-methylbutan-2-yl]-1H-imidazole

Conditions
ConditionsYield
With ammonium acetate In methanol; water for 5h; Heating;A 34%
B n/a
C n/a
ethyleneimine
151-56-4

ethyleneimine

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With zinc oxide-chromium oxide-iron oxide-aluminium oxide; ammonia; hydrogen at 400℃;
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
beim Gluehen der Zinkchlorid-Doppelsalze mit Calciumoxyd;
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

A

2-methylimidazole
693-98-1

2-methylimidazole

B

hydrogen cyanide
74-90-8

hydrogen cyanide

Conditions
ConditionsYield
beim Durchleiten durch ein rotgluehendes Rohr;
beim Durchleiten durch ein rotgluehendes Rohr;
1-ethyl-2-methylimidazole
21202-52-8

1-ethyl-2-methylimidazole

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
beim Gluehen der Zinkchlorid-Doppelsalze mit Calciumoxyd;
1-ethyl-2-methylimidazole
21202-52-8

1-ethyl-2-methylimidazole

A

2-methylimidazole
693-98-1

2-methylimidazole

B

hydrogen cyanide
74-90-8

hydrogen cyanide

Conditions
ConditionsYield
beim Durchleiten durch ein gluehendes Rohr;
2-methyl-1,3-oxazol-4-carboxylic acid
23012-17-1

2-methyl-1,3-oxazol-4-carboxylic acid

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With ammonium hydroxide at 150℃;
5-chloro-1-ethyl-2-methyl-1H-imidazole
4897-22-7

5-chloro-1-ethyl-2-methyl-1H-imidazole

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
beim Gluehen der Zinkchlorid-Doppelsalze mit Calciumoxyd;
2-Methylimidazole-4,5-dicarboxylic acid
5313-35-9

2-Methylimidazole-4,5-dicarboxylic acid

2-methylimidazole
693-98-1

2-methylimidazole

Glyoxal
131543-46-9

Glyoxal

2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate
58052-80-5, 76231-37-3

2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With water
In water-d2 for 0.00555556h; Sonication;
acetic acid
64-19-7

acetic acid

ethylenediamine
107-15-3

ethylenediamine

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
With hydrogen; Pt/Al2O3; AP-64K platinum-alumina catalyst at 400℃;
With aluminium oxide contact; Pt/Al2O3; hydrogen at 430 - 440℃;
lysidine
534-26-9

lysidine

A

1-ethyl-2-methylimidazole
21202-52-8

1-ethyl-2-methylimidazole

B

2-methylimidazole
693-98-1

2-methylimidazole

C

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

D

1-ethyl-2-methyl-4,5-dihydro-1H-imidazole
4814-93-1

1-ethyl-2-methyl-4,5-dihydro-1H-imidazole

Conditions
ConditionsYield
With water; AP-64k at 330℃; for 0.6h; Product distribution; also in the molten state; var. temp. and contact time;
2,4-dimethyl-2-imidazoline
930-61-0

2,4-dimethyl-2-imidazoline

chloroform
67-66-3

chloroform

A

2,4-dimethylpyrimidine
14331-54-5

2,4-dimethylpyrimidine

B

4-chloro-2-methylpyrimidine
4994-86-9

4-chloro-2-methylpyrimidine

C

2-methylimidazole
693-98-1

2-methylimidazole

D

5-Chloro-2,4-dimethylpyrimidine
75712-73-1

5-Chloro-2,4-dimethylpyrimidine

Conditions
ConditionsYield
at 550℃; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
2,4-dimethyl-2-imidazoline
930-61-0

2,4-dimethyl-2-imidazoline

chloroform
67-66-3

chloroform

A

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

B

4-chloro-2-methylpyrimidine
4994-86-9

4-chloro-2-methylpyrimidine

C

2-methylimidazole
693-98-1

2-methylimidazole

D

5-Chloro-2,4-dimethylpyrimidine
75712-73-1

5-Chloro-2,4-dimethylpyrimidine

Conditions
ConditionsYield
at 550℃; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
2,4-dimethyl-2-imidazoline
930-61-0

2,4-dimethyl-2-imidazoline

chloroform
67-66-3

chloroform

A

4-chloro-2-methylpyrimidine
4994-86-9

4-chloro-2-methylpyrimidine

B

4-chloro-2,6-dimethylpyrimidine
4472-45-1

4-chloro-2,6-dimethylpyrimidine

C

2-methylimidazole
693-98-1

2-methylimidazole

D

5-Chloro-2,4-dimethylpyrimidine
75712-73-1

5-Chloro-2,4-dimethylpyrimidine

Conditions
ConditionsYield
at 550℃; Yield given. Further byproducts given. Yields of byproduct given;
2-methylimidazole
693-98-1

2-methylimidazole

4,5-diiodo-2-methyl-1H-imidazole
73746-44-8

4,5-diiodo-2-methyl-1H-imidazole

Conditions
ConditionsYield
With iodine; sodium carbonate In 1,4-dioxane; water at 20℃; for 24h;100%
With water; iodine; sodium carbonate In 1,4-dioxane at 20℃; for 24h; Iodination;98%
With iodine; silver(I) acetate In dichloromethane at 50℃; Inert atmosphere;93%
2-methylimidazole
693-98-1

2-methylimidazole

4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

1-(p-fluorophenylcarbonyl)-2-methylimidazole
90172-64-8

1-(p-fluorophenylcarbonyl)-2-methylimidazole

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In chloroform-d1100%
2-methylimidazole
693-98-1

2-methylimidazole

1-oxo-11-(2'-chloroacetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one
84446-19-5

1-oxo-11-(2'-chloroacetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

1-oxo-5,11-dihydro-11-(2''-methylimidazol-1''-yl)acetyl-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one
84446-13-9

1-oxo-5,11-dihydro-11-(2''-methylimidazol-1''-yl)acetyl-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
In toluene at 80℃; for 2h;100%
2-chloropyrimidine
1722-12-9

2-chloropyrimidine

2-methylimidazole
693-98-1

2-methylimidazole

2-(2-methyl-1H-imidazol-1-yl)pyrimidine

2-(2-methyl-1H-imidazol-1-yl)pyrimidine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; 2-aminopyrimidine-4,6-diol; copper(I) bromide at 145 - 150℃; for 24h;100%
With copper(I) oxide; 1,10-Phenanthroline; tetrabutyl ammonium fluoride at 140 - 145℃; for 24h;98%
Stage #1: 2-methylimidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h;
Stage #2: 2-chloropyrimidine In N,N-dimethyl-formamide; mineral oil at 130℃;
89%
With potassium phosphate; benzoin oxime; copper diacetate In dimethyl sulfoxide at 80℃; Inert atmosphere;80%
With copper; caesium carbonate; methyl-alpha-D-glucopyranoside In water; dimethyl sulfoxide at 110℃; for 14h; Sealed tube; Green chemistry;80%
2-methylimidazole
693-98-1

2-methylimidazole

trityl chloride
76-83-5

trityl chloride

2-methyl-1-tritylimidazole
23593-68-2

2-methyl-1-tritylimidazole

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;100%
With triethylamine In acetonitrile at 20℃; for 18.3333h;97%
With triethylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 2h;95%
C26H31ClN2O5S
403487-49-0

C26H31ClN2O5S

2-methylimidazole
693-98-1

2-methylimidazole

C29H33ClN4O2

C29H33ClN4O2

Conditions
ConditionsYield
Stage #1: 2-methylimidazole With sodium hydride In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 0.333333h;
Stage #2: C26H31ClN2O5S In DMF (N,N-dimethyl-formamide) at 20℃;
100%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

2-methylimidazole
693-98-1

2-methylimidazole

Co((CHNN(CH3)C5H3N)2C5H2NC6H5)(H2O)2(2+)*2PF6(1-)=[Co((CHNN(CH3)C5H3N)2C5H2NC6H5)(H2O)2](PF6)2

Co((CHNN(CH3)C5H3N)2C5H2NC6H5)(H2O)2(2+)*2PF6(1-)=[Co((CHNN(CH3)C5H3N)2C5H2NC6H5)(H2O)2](PF6)2

Co((CHNN(CH3)C5H3N)2C5H2NC6H5)(C3H3N2CH3)2(2+)*2PF6(1-)=[Co((CHNN(CH3)C5H3N)2C5H2NC6H5)(C3H3N2CH3)2](PF6)2

Co((CHNN(CH3)C5H3N)2C5H2NC6H5)(C3H3N2CH3)2(2+)*2PF6(1-)=[Co((CHNN(CH3)C5H3N)2C5H2NC6H5)(C3H3N2CH3)2](PF6)2

Conditions
ConditionsYield
In methanol N2; Co comp. dissolved under reflux, to a soln. added an excess of ligand, refluxed for 25 min, a soln. of NH4PF6 added; ppt. filtered, washed copiously (diethyl ether), dried (vac.); elem. anal.;99%
2-methylimidazole
693-98-1

2-methylimidazole

[copper(I)(triphenylphosphine)4](perchlorate)
14741-28-7

[copper(I)(triphenylphosphine)4](perchlorate)

[(triphenylphosphine)2(2-methylimidazole)2Cu]ClO4
182012-99-3

[(triphenylphosphine)2(2-methylimidazole)2Cu]ClO4

Conditions
ConditionsYield
In diethyl ether large excess of N-ligand, stirring for 3 h (pptn.); collection (filtration), washing (ether); elem. anal.;99%
2-methylimidazole
693-98-1

2-methylimidazole

Cu(C6H5C5H2N(C5H3NN(CH3)NCH)2)(H2O)2(2+)*2PF6(1-)=[Cu(C6H5C5H2N(C5H3NN(CH3)NCH)2)(H2O)2](PF6)2

Cu(C6H5C5H2N(C5H3NN(CH3)NCH)2)(H2O)2(2+)*2PF6(1-)=[Cu(C6H5C5H2N(C5H3NN(CH3)NCH)2)(H2O)2](PF6)2

[Cu(PhC5H2N(C5H3NN(CH3)NCH)2)(2-methylimidazole)](PF6)2

[Cu(PhC5H2N(C5H3NN(CH3)NCH)2)(2-methylimidazole)](PF6)2

Conditions
ConditionsYield
In methanol excess of N-compd. was added to hot MeOH soln. of Cu-complex, reflux for25 min, concd. MeOH soln. of NH4PF6 was added; ppt. was collected, washed with copious amt. of Et2O, dried in vac., elem. anal.;99%
2-methylimidazole
693-98-1

2-methylimidazole

chlorosulfuric acid 2,2,2-trichloroethyl ester
764-09-0

chlorosulfuric acid 2,2,2-trichloroethyl ester

2,2,2-trichloroethyl 2-methyl-1H-imidazole-1-sulfonate
1185733-66-7

2,2,2-trichloroethyl 2-methyl-1H-imidazole-1-sulfonate

Conditions
ConditionsYield
for 2h; Inert atmosphere;99%
In tetrahydrofuran at 0 - 20℃; for 16h;95%
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;88%
2-methylimidazole
693-98-1

2-methylimidazole

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

2-methyl-1-o-tolyl-1H-imidazole

2-methyl-1-o-tolyl-1H-imidazole

Conditions
ConditionsYield
Stage #1: With N,N,N,N,-tetramethylethylenediamine; copper(II) nitrate In methanol at 20℃; for 0.25h;
Stage #2: 2-methylimidazole; 2-Methylphenylboronic acid With oxygen In methanol at 20℃; under 760.051 Torr; for 24h;
99%
With Cu-exchanged fluoroapatite; air In methanol at 20℃; for 12h;87%
2-methylimidazole
693-98-1

2-methylimidazole

2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

1-(2-methoxyphenyl)-2-methyl-1H-imidazole

1-(2-methoxyphenyl)-2-methyl-1H-imidazole

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; oxygen; copper(II) nitrate In methanol at 20℃; under 760.051 Torr; for 48h;99%
With Cu-exchanged fluoroapatite; air In methanol at 20℃; for 12h;89%
2-methylimidazole
693-98-1

2-methylimidazole

2,4-dimethoxyphenylboronic acid
133730-34-4

2,4-dimethoxyphenylboronic acid

1-(2,4-dimethoxyphenyl)-2-methyl-1H-imidazole
1192014-98-4

1-(2,4-dimethoxyphenyl)-2-methyl-1H-imidazole

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; oxygen; copper(II) nitrate In methanol at 20℃; under 760.051 Torr; for 48h;99%
With Cu-exchanged fluoroapatite; air In methanol at 20℃; for 10h;92%
2-methylimidazole
693-98-1

2-methylimidazole

4-chloro-8-hydroxy-2-methylquinoline
28507-46-2

4-chloro-8-hydroxy-2-methylquinoline

2-methyl-4-(2-methyl-imidazol-1-yl)-quinolin-8-ol
54666-30-7

2-methyl-4-(2-methyl-imidazol-1-yl)-quinolin-8-ol

Conditions
ConditionsYield
In 1,4-dioxane for 28h; Reflux;99%
2-methylimidazole
693-98-1

2-methylimidazole

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

2-methyl-1-(phenylsulfonyl)-1H-imidazole
1352921-06-2

2-methyl-1-(phenylsulfonyl)-1H-imidazole

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;99%
In dichloromethane at 0℃; for 5h; Inert atmosphere;97%
2-methylimidazole
693-98-1

2-methylimidazole

diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

O,O-diethyl (2-methyl-1H-imidazol-1-yl)phosphonate
1384485-94-2

O,O-diethyl (2-methyl-1H-imidazol-1-yl)phosphonate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 26℃; for 0.333333h;99%
2-methylimidazole
693-98-1

2-methylimidazole

benzyl bromide
100-39-0

benzyl bromide

N-benzyl-2-methylimidazole
13750-62-4

N-benzyl-2-methylimidazole

Conditions
ConditionsYield
Stage #1: 2-methylimidazole With sodium hydride at -0.16℃; Schlenk technique; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran Inert atmosphere; Schlenk technique; Reflux;
99%
With sodium hydroxide In water at 20℃; for 0.333333h; Temperature; Micellar solution;93%
With potassium carbonate In acetonitrile at 70℃;
2-methylimidazole
693-98-1

2-methylimidazole

phenylacetylene
536-74-3

phenylacetylene

(Z)-2-methyl-1-styryl-1H-imidazole
1198306-57-8

(Z)-2-methyl-1-styryl-1H-imidazole

Conditions
ConditionsYield
With potassium phosphate In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Schlenk technique; stereoselective reaction;99%
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 3h; Schlenk technique; Inert atmosphere; stereoselective reaction;75%
2-methylimidazole
693-98-1

2-methylimidazole

3'-O-benzoyl-2'-deoxythymidine-5'-monophosphate triethylammonium salt

3'-O-benzoyl-2'-deoxythymidine-5'-monophosphate triethylammonium salt

3’-O-benzoyl-2’-deoxythymidine-5’-phosphor-2-methylimidazolide

3’-O-benzoyl-2’-deoxythymidine-5’-phosphor-2-methylimidazolide

Conditions
ConditionsYield
With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;98.9%
2-methylimidazole
693-98-1

2-methylimidazole

crotonic acid methyl ester
623-43-8

crotonic acid methyl ester

methyl 3-(2-methyl-1H-imidazol-1-yl)butanoate

methyl 3-(2-methyl-1H-imidazol-1-yl)butanoate

Conditions
ConditionsYield
In neat (no solvent) at 80℃; for 24h; Michael Addition; Schlenk technique; Sealed tube;98.5%
2-methylimidazole
693-98-1

2-methylimidazole

1-(2’-O-benzoyl-α-L-threofuranosyl)thymidine-3’-monophosphate

1-(2’-O-benzoyl-α-L-threofuranosyl)thymidine-3’-monophosphate

1-(2’-O-benzoyl-α-L-threofuranosyl)thymidine-3’-monophosphor-2-methylimidazolide

1-(2’-O-benzoyl-α-L-threofuranosyl)thymidine-3’-monophosphor-2-methylimidazolide

Conditions
ConditionsYield
With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;98.3%

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