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1620-76-4

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1620-76-4 Usage

Chemical Properties

White to brown solid

Uses

2-Cyano-4-methylpyridine can react to produce C7H7NO2.ClH. This reaction will need reagent 6 NHCl.

Check Digit Verification of cas no

The CAS Registry Mumber 1620-76-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,2 and 0 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1620-76:
(6*1)+(5*6)+(4*2)+(3*0)+(2*7)+(1*6)=64
64 % 10 = 4
So 1620-76-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H6N2/c1-6-2-3-9-7(4-6)5-8/h2-4H,1H3

1620-76-4 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (L17148)  2-Cyano-4-methylpyridine, 98%   

  • 1620-76-4

  • 250mg

  • 379.0CNY

  • Detail
  • Alfa Aesar

  • (L17148)  2-Cyano-4-methylpyridine, 98%   

  • 1620-76-4

  • 1g

  • 598.0CNY

  • Detail
  • Alfa Aesar

  • (L17148)  2-Cyano-4-methylpyridine, 98%   

  • 1620-76-4

  • 5g

  • 2531.0CNY

  • Detail
  • Aldrich

  • (673463)  4-Methyl-2-pyridinecarbonitrile  97%

  • 1620-76-4

  • 673463-1G

  • 696.15CNY

  • Detail
  • Aldrich

  • (673463)  4-Methyl-2-pyridinecarbonitrile  97%

  • 1620-76-4

  • 673463-5G

  • 2,196.09CNY

  • Detail

1620-76-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Methyl-2-pyridinecarbonitrile

1.2 Other means of identification

Product number -
Other names 2-Cyano-4-methylpyridine

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:1620-76-4 SDS

1620-76-4Synthetic route

4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With N,N-Dimethylcarbamoyl chloride In dichloromethane for 120h; Ambient temperature;100%
Stage #1: 4-methylpyridine-1-oxide; trimethylsilyl cyanide With N,N-Dimethylcarbamoyl chloride In dichloromethane at 20℃; for 24h;
Stage #2: With potassium carbonate In dichloromethane; water for 0.5h;
96%
With triethylamine In acetonitrile at 100 - 110℃; for 20h;89%
picoline
108-89-4

picoline

potassium cyanide
151-50-8

potassium cyanide

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
Stage #1: picoline With nitric acid; trifluoroacetic anhydride at 20℃;
Stage #2: potassium cyanide With sodium acetate at 20℃; for 12h;
42%
potassium cyanide
151-50-8

potassium cyanide

1-methoxy-4-methylpyridin-1-ium methyl sulfate
51384-29-3

1-methoxy-4-methylpyridin-1-ium methyl sulfate

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
In ethanol; water at -18 - -12℃; for 3h;35%
4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

dimethyl sulfate
77-78-1

dimethyl sulfate

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
In water6.78%
Behandeln mit Kaliumcyanid in wss. Dioxan;
2-chloro-4-picoline
3678-62-4

2-chloro-4-picoline

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With water; sodium sulfite at 180 - 190℃; Schmelzen des Reaktionsprodukts mit KCN;
ethanedinitrile
460-19-5

ethanedinitrile

isoprene
78-79-5

isoprene

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
at 490℃;
at 490℃;
4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

potassium cyanide
151-50-8

potassium cyanide

dimethyl sulfate
77-78-1

dimethyl sulfate

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
1.) reflux, 5 h, 2.) water, 4 deg C; Yield given. Multistep reaction;
2-Cyanopyridine
100-70-9

2-Cyanopyridine

methanol
67-56-1

methanol

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With sulfuric acid Irradiation; Co-60 γ-rays;
sodium cyanide
143-33-9

sodium cyanide

1-methoxy-4-methyl-pyridinium-methyl sulfate

1-methoxy-4-methyl-pyridinium-methyl sulfate

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With water
potassium cyanide
151-50-8

potassium cyanide

1-methoxy-4-methyl-pyridinium-methyl sulfate

1-methoxy-4-methyl-pyridinium-methyl sulfate

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With 1,4-dioxane; water
2-Bromo-4-picoline
4926-28-7

2-Bromo-4-picoline

CuCN

CuCN

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
unter vermindertem Druck;
4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 3 h / 90 - 100 °C
2: 35 percent / H2O; ethanol / 3 h / -18 - -12 °C
View Scheme
4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

1,8-Diazabicyclo[5.4.0]undec-7-ene [DBU]

1,8-Diazabicyclo[5.4.0]undec-7-ene [DBU]

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
In tetrahydrofuran
4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With potassium carbonate In dichloromethane; water
picoline
108-89-4

picoline

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid; dihydrogen peroxide / 24 h / Reflux
2.1: N,N-Dimethylcarbamoyl chloride / dichloromethane / 24 h / 20 °C
2.2: 0.5 h
View Scheme
2-acetyl-4-methylpyridine
59576-26-0

2-acetyl-4-methylpyridine

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With ammonia; iodine In tetrahydrofuran; water
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

4-Methyl-pyridine-2-carboxylic acid; hydrochloride
123811-73-4

4-Methyl-pyridine-2-carboxylic acid; hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 24h; Heating;93%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

1-(4-methylpyridin-2-yl)propan-1-one

1-(4-methylpyridin-2-yl)propan-1-one

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin; ethylmagnesium bromide In tetrahydrofuran; diethyl ether at -15 - 20℃; for 5h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water; ethylene glycol at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
87%
Stage #1: 2-Cyano-4-methylpyridin; ethylmagnesium bromide In diethyl ether at -15 - 20℃; for 3h; Inert atmosphere;
Stage #2: With hydrogenchloride In diethyl ether; water at 20℃; for 0.25h; Inert atmosphere;
77%
In tetrahydrofuran
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

1-(4-methylpyridin-2-yl)methanamine
129768-95-2

1-(4-methylpyridin-2-yl)methanamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1.5h; Inert atmosphere;86%
Stage #1: 2-Cyano-4-methylpyridin With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol; water for 14h;
Stage #2: With sodium hydroxide In methanol; water pH=12;
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

ethanol
64-17-5

ethanol

ethyl 4-methyl-2-pyridinecarboxylate
58997-09-4

ethyl 4-methyl-2-pyridinecarboxylate

Conditions
ConditionsYield
With hydrogenchloride Reflux;86%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

4-methylpicolinic acid
4021-08-3

4-methylpicolinic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 24h; Heating / reflux;85%
With sodium carbonate; sodium sulfite In sulfuric acid; water53.8%
With water; potassium hydroxide for 1h; Reflux;3.26 g
With hydrogenchloride
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

4-methanesulfonylphenylamine
5470-49-5

4-methanesulfonylphenylamine

4-methyl-N-[4-(methylsulfonyl)phenyl]-2-pyridinecarboximidamide
177662-59-8

4-methyl-N-[4-(methylsulfonyl)phenyl]-2-pyridinecarboximidamide

Conditions
ConditionsYield
Stage #1: 4-methanesulfonylphenylamine With trimethylaluminum In 1,2-dichloro-ethane; toluene at 0℃; for 1.5h;
Stage #2: 2-Cyano-4-methylpyridin In 1,2-dichloro-ethane; toluene for 20h; Heating / reflux;
85%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

2-amino-4-<5'-(4''-methylpiperazin-1''-yl)benzimidazol-2'-yl>aniline
23491-49-8

2-amino-4-<5'-(4''-methylpiperazin-1''-yl)benzimidazol-2'-yl>aniline

4-methyl-2-(5'-(5''-(4'''-methylpiperazin-1'''-yl)benzimidazol-2''-yl)benzimidazol-2'-yl)pyridine
1339044-77-7

4-methyl-2-(5'-(5''-(4'''-methylpiperazin-1'''-yl)benzimidazol-2''-yl)benzimidazol-2'-yl)pyridine

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin With methanol; sodium methylate at 40℃; for 2h; Inert atmosphere;
Stage #2: 2-amino-4-<5'-(4''-methylpiperazin-1''-yl)benzimidazol-2'-yl>aniline With acetic acid In methanol for 21h; Reflux; Inert atmosphere;
Stage #3: With ammonia In water for 0.75h;
83%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

4-methylpyridinyl-2-hydrazonamide

4-methylpyridinyl-2-hydrazonamide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 0 - 40℃; for 23h;78.4%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

[2-(3-bromo-benzo[b]thiophen-2-yl)-ethyl]dimethyl-amine
873692-91-2

[2-(3-bromo-benzo[b]thiophen-2-yl)-ethyl]dimethyl-amine

[2-(2-dimethylaminoethyl)benzo[b]thiophen-3-yl]pyridin-2-ylmethanone

[2-(2-dimethylaminoethyl)benzo[b]thiophen-3-yl]pyridin-2-ylmethanone

Conditions
ConditionsYield
Stage #1: [2-(3-bromo-benzo[b]thiophen-2-yl)-ethyl]dimethyl-amine With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In cyclohexane; toluene at -78 - 60℃; for 0.5h;
Stage #2: 2-Cyano-4-methylpyridin In cyclohexane; toluene at -78℃; for 0.5h;
Stage #3: With hydrogenchloride; methanol; sodium hydroxide; water more than 3 stages;
78%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

4-(5-morpholin-4-yl-1(3)H-benzoimidazol-2-yl)-benzene-1,2-diamine

4-(5-morpholin-4-yl-1(3)H-benzoimidazol-2-yl)-benzene-1,2-diamine

2-(5'-(5''-morpholinobenzimidazol-2''-yl)benzimidazol-2'-yl)-4-methylpyridine
1339045-14-5

2-(5'-(5''-morpholinobenzimidazol-2''-yl)benzimidazol-2'-yl)-4-methylpyridine

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin With methanol; sodium methylate at 40℃; for 1.5h; Inert atmosphere;
Stage #2: 4-(5-morpholin-4-yl-1(3)H-benzoimidazol-2-yl)-benzene-1,2-diamine With acetic acid In methanol for 18h; Reflux; Inert atmosphere;
Stage #3: With ammonia In water
73%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

1,3,5-tris(4-methyl-2-pyridyl)-2,4,6-triazine
102477-61-2

1,3,5-tris(4-methyl-2-pyridyl)-2,4,6-triazine

Conditions
ConditionsYield
With sodium hydride In mineral oil at 125℃; for 24h; Inert atmosphere;71%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

2-cyano-4-methylpyridine N-oxide
170487-39-5

2-cyano-4-methylpyridine N-oxide

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; Cooling;71%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

(S)-tert-leucinol
112245-13-3

(S)-tert-leucinol

(S)-4-(tert-butyl)-2-(4-methylpyridin-2-yl)-4,5-dihydrooxazole
1257527-18-6

(S)-4-(tert-butyl)-2-(4-methylpyridin-2-yl)-4,5-dihydrooxazole

Conditions
ConditionsYield
With zinc trifluoromethanesulfonate In toluene for 24h; Inert atmosphere; Schlenk technique; Reflux;70%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

C-(5-methyl-pyridin-2-yl)-C-phenyl-methylamine
847923-56-2

C-(5-methyl-pyridin-2-yl)-C-phenyl-methylamine

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin; phenylmagnesium chloride In tetrahydrofuran; toluene at 0 - 5℃; for 1h;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran; 2-methyl-propan-1-ol; toluene at 20℃;
69%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

4-(bromomethyl)pyridine-2-carbonitrile
153993-99-8

4-(bromomethyl)pyridine-2-carbonitrile

Conditions
ConditionsYield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 77℃; for 4h;67%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane Heating; photolysis;250 mg
Stage #1: 2-Cyano-4-methylpyridin With acetic acid In tetrachloromethane at 20 - 50℃;
Stage #2: With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 50 - 80℃; for 18h;
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 80℃; Inert atmosphere;
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Methyl thiosalicylate
4892-02-8

Methyl thiosalicylate

2-(4-Methyl-2-pyridyl)-4H-1,3-benzothiazine-4-one
501376-13-2

2-(4-Methyl-2-pyridyl)-4H-1,3-benzothiazine-4-one

Conditions
ConditionsYield
With triethylamine In toluene for 8h; Heating / reflux;64%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

N'-(6,7-dihydroquinolin-8(5H)-ylidene)-4-(pyridine-2-yl)piperazine-1-carbothiohydrazide
87555-65-5

N'-(6,7-dihydroquinolin-8(5H)-ylidene)-4-(pyridine-2-yl)piperazine-1-carbothiohydrazide

4-methyl-N'-(4-(pyridin-2-yl)piperazine-1-carbonothioyl)picolinohydrazonamide
1538612-17-7

4-methyl-N'-(4-(pyridin-2-yl)piperazine-1-carbonothioyl)picolinohydrazonamide

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin With sodium In methanol for 0.5h;
Stage #2: N'-(6,7-dihydroquinolin-8(5H)-ylidene)-4-(pyridine-2-yl)piperazine-1-carbothiohydrazide In methanol for 4h; Reflux;
63%
Stage #1: 2-Cyano-4-methylpyridin With methanol; sodium for 0.5h;
Stage #2: N'-(6,7-dihydroquinolin-8(5H)-ylidene)-4-(pyridine-2-yl)piperazine-1-carbothiohydrazide for 1h;
Stage #3: With methanol for 4h; Reflux;
63%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

2-amino-4-(5'-(4''-hydroxypiperidin-1''-yl)benzimidazol-2'-yl)aniline
1339045-98-5

2-amino-4-(5'-(4''-hydroxypiperidin-1''-yl)benzimidazol-2'-yl)aniline

2-(5'-(5''-(4'''-hydroxypiperidin-1'''-yl)benzimidazol-2''-yl)benzimidazol-2'-yl)-4-methylpyridine
1339045-73-6

2-(5'-(5''-(4'''-hydroxypiperidin-1'''-yl)benzimidazol-2''-yl)benzimidazol-2'-yl)-4-methylpyridine

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin With methanol; sodium methylate at 40 - 45℃; for 1.83333h; Inert atmosphere;
Stage #2: 2-amino-4-(5'-(4''-hydroxypiperidin-1''-yl)benzimidazol-2'-yl)aniline With acetic acid In methanol for 19h; Reflux; Inert atmosphere;
Stage #3: With ammonia In water pH=8 - 9;
61%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

phenyl(4-methylpyridin-2-yl)methanimine
18103-76-9

phenyl(4-methylpyridin-2-yl)methanimine

Conditions
ConditionsYield
In toluene at -40 - 20℃; for 12h;60%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

trimethoxonium tetrafluoroborate
420-37-1

trimethoxonium tetrafluoroborate

N,4-dimethyl-2-pyridinium-carbonitrile tetrafluoroborate

N,4-dimethyl-2-pyridinium-carbonitrile tetrafluoroborate

Conditions
ConditionsYield
In acetone at 20℃; for 17h;59%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

methyl magnesium iodide
917-64-6

methyl magnesium iodide

2-acetyl-4-methylpyridine
59576-26-0

2-acetyl-4-methylpyridine

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin; methyl magnesium iodide In diethyl ether; benzene at 0 - 20℃; for 2h; Inert atmosphere;
Stage #2: With water; ammonium chloride In diethyl ether; benzene Inert atmosphere;
52%
With diethyl ether; benzene Behandeln des Reaktionsgemisches mit wss.Ammoniumchlorid-Loesung;
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

4-Dichloromethyl-2-cyanopyridine
85148-98-7

4-Dichloromethyl-2-cyanopyridine

Conditions
ConditionsYield
With sulfuryl dichloride; dibenzoyl peroxide In tetrachloromethane for 24h; Heating; Irradiation;47%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

azepane-1-carbothioic acid hydrazide
6507-37-5

azepane-1-carbothioic acid hydrazide

4-methyl-N'-(azepane-1-carbonothioyl)picolinohydrazonamide
1538612-13-3

4-methyl-N'-(azepane-1-carbonothioyl)picolinohydrazonamide

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin With sodium In methanol for 0.5h;
Stage #2: azepane-1-carbothioic acid hydrazide In methanol for 4h; Reflux;
45%
Stage #1: 2-Cyano-4-methylpyridin With methanol; sodium for 0.5h;
Stage #2: azepane-1-carbothioic acid hydrazide for 1h;
Stage #3: With methanol for 4h; Reflux;
45%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

4-methyl-2-pyridinecarbaldehyde
53547-60-7

4-methyl-2-pyridinecarbaldehyde

Conditions
ConditionsYield
With diisobutylaluminium hydride In dichloromethane at -78℃; for 2h;41%
Multi-step reaction with 2 steps
1: hydrogenchloride / Reflux
2: diisobutylaluminium hydride / dichloromethane / 0.08 h / -60 °C
View Scheme
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

4-morpholinothiosemicarbazide
6499-15-6

4-morpholinothiosemicarbazide

4-methyl-N'-(morpholine-4-carbonothioyl)picolinohydrazonamide
1538612-03-1

4-methyl-N'-(morpholine-4-carbonothioyl)picolinohydrazonamide

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin With sodium In methanol for 0.5h;
Stage #2: 4-morpholinothiosemicarbazide In methanol for 4h; Reflux;
41%
Stage #1: 2-Cyano-4-methylpyridin With methanol; sodium for 0.5h;
Stage #2: 4-morpholinothiosemicarbazide for 1h;
Stage #3: With methanol for 4h; Reflux;
41%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

diisobutyl aluminium hydride
102854-88-6

diisobutyl aluminium hydride

4-methyl-2-pyridinecarbaldehyde
53547-60-7

4-methyl-2-pyridinecarbaldehyde

Conditions
ConditionsYield
In dichloromethane; toluene at -78℃; for 2h;37%
2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

thiomorpholine-4-carbothiohydrazide
41197-43-7

thiomorpholine-4-carbothiohydrazide

4-methyl-N'-(thiomorpholine-4-carbonothioyl)picolinohydrazonamide
1538612-08-6

4-methyl-N'-(thiomorpholine-4-carbonothioyl)picolinohydrazonamide

Conditions
ConditionsYield
Stage #1: 2-Cyano-4-methylpyridin With sodium In methanol for 0.5h;
Stage #2: thiomorpholine-4-carbothiohydrazide In methanol for 4h; Reflux;
32%
Stage #1: 2-Cyano-4-methylpyridin With methanol; sodium for 0.5h;
Stage #2: thiomorpholine-4-carbothiohydrazide for 1h;
Stage #3: With methanol for 4h; Reflux;
32%

1620-76-4Relevant articles and documents

Synthesis method of 2-cyanoquinoline derivative

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Paragraph 0079-0083, (2019/10/04)

The invention discloses a synthesis method of a 2-cyanoquinoline derivative, and belongs to the technical field of synthesis methods of chinoline and derivatives thereof. The synthesis method includes: adopting a compound represented as in formula (I) and trimethylsilyl cyanide as raw materials, dissolving the raw materials in an organic solvent, catalyzing with H-diethyl phosphite and carbon tetrachloride, and adopting alkali as a deacid reagent to prepare a compound represented as in formula (II). The synthesis method of the 2-cyanoquinoline derivative has the advantages that the adopted catalysts are low in cost and easy to obtain, the raw materials are easy to store, reaction conditions are mild, experimental operations are simple, the obtained 2-cyanoquinoline derivative products are easy to purify, high yield and applicability to industrial production are realized, and a novel synthesis method for preparing the 2-cyanoquinoline derivative is provided.

Rational design, synthesis, and characterization of deep blue phosphorescent Ir(III) complexes containing (4′-Substituted-2′- pyridyl)-1,2,4-triazole ancillary ligands

Park, Hea Jung,Kim, Ji Na,Yoo, Hyun-Ji,Wee, Kyung-Ryang,Kang, Sang Ook,Cho, Dae Won,Yoon, Ung Chan

, p. 8054 - 8064 (2013/09/12)

On the basis of the results of frontier orbital considerations, 4-substituted-2′-pyridyltriazoles were designed to serve as ancillary ligands in 2-phenylpyridine main ligand containing heteroleptic iridium(III) complexes that display deep blue phosphorescence emission. The iridium(III) complexes, Ir1-Ir7, prepared using the new ancillary ligands, were found to display structured, highly quantum efficient (Φp = 0.20-0.42) phosphorescence with emission maxima in the blue to deep blue 448-456 nm at room temperature. In accord with predictions based on frontier orbital considerations, the complexes were observed to have emission properties that are dependent on the electronic nature of substituents at the C-4 position of the pyridine moiety of the ancillary ligand. Importantly, placement of an electron-donating methyl group at C-4′ of the pyridine ring of the 5-(pyridine-2′-yl)-3-trifluoromethyl-1,2,4-triazole ancillary ligand leads to an iridium(III) complex that displays a deep blue phosphorescence emission maximum at 448 nm in both the liquid and film states at room temperature. Finally, an OLED device, constructed using an Ir-complex containing the optimized ancillary ligand as the dopant, was found to emit deep blue color with a CIE of 0.15, 0.18, which is close to the perfect goal of 0.15, 0.15.

Preparation of cyanopyridines by direct cyanation

Katritzky, Alan R.,Scriven, Eric F. V.,Majumder, Suman,Tu, Hongbin,Vakulenko, Anatoliy V.,Akhmedov, Novruz G.,Murugan, Ramiah

, p. 993 - 997 (2007/10/03)

After pretreatment with nitric acid and trifluoroacetic anhydride, aqueous potassium cyanide converted pyridines 1a-1 into their corresponding 2-cyano derivatives 4a-1 in an average yield of 52%. Georg Thieme Verlag Stuttgart.

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