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695-34-1 Usage

Chemical Description

4-methylpyridin-2-amine is a commercially available amine, while 3-bromothiophene-2-carbaldehyde is an aldehyde containing a bromine atom and a thiophene ring.

Chemical Properties

Light yellow to brown flakes

Uses

Different sources of media describe the Uses of 695-34-1 differently. You can refer to the following data:
1. Intermediate, medicine.
2. 2-Amino-4-methylpyridine has been used in the synthesis of 2-amino-4-methyl-pyridinium 2-hy-droxy-benzoate. It is potent inhibitor of NOS2 (iNOS) in vitro. It is used as pharmaceutical intermediate.

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 4554, 2007 DOI: 10.1021/jo070189y

General Description

2-Amino-4-methylpyridine acts as ligand and forms methoxo-bridged copper(II) complexes.

Biochem/physiol Actions

2-Amino-4-methylpyridine inhibits the activity of inducible NO synthase isolated from mouse RAW 264.7 cells in vitro.

Purification Methods

Crystallise it from EtOH or a 2:1 *benzene/acetone mixture, and dry it under vacuum as in the prevous entry. [Beilstein 22/9 V 325.]

Check Digit Verification of cas no

The CAS Registry Mumber 695-34-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 5 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 695-34:
(5*6)+(4*9)+(3*5)+(2*3)+(1*4)=91
91 % 10 = 1
So 695-34-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H8N2/c1-5-2-3-8-6(7)4-5/h2-4H,1H3,(H2,7,8)/p+1

695-34-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A14177)  2-Amino-4-methylpyridine, 98%   

  • 695-34-1

  • 25g

  • 210.0CNY

  • Detail
  • Alfa Aesar

  • (A14177)  2-Amino-4-methylpyridine, 98%   

  • 695-34-1

  • 100g

  • 314.0CNY

  • Detail
  • Alfa Aesar

  • (A14177)  2-Amino-4-methylpyridine, 98%   

  • 695-34-1

  • 500g

  • 1469.0CNY

  • Detail
  • Aldrich

  • (123080)  2-Amino-4-methylpyridine  99%

  • 695-34-1

  • 123080-100G

  • 386.10CNY

  • Detail

695-34-1SDS

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 4-Methylpyridin-2-amine

1.2 Other means of identification

Product number -
Other names 2-amino-4-Me-pyridine

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:695-34-1 SDS

695-34-1Synthetic route

2,2-dimethyl-3-(4-methylpyrid-2-yl)-4-oxo-4H-1,3-benzoxazine
76809-23-9

2,2-dimethyl-3-(4-methylpyrid-2-yl)-4-oxo-4H-1,3-benzoxazine

A

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

B

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
With hydrogenchloride for 3h; Heating;A 94%
B n/a
2-Bromo-4-picoline
4926-28-7

2-Bromo-4-picoline

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;91%
4-methyl-2-nitropyridine
18368-71-3

4-methyl-2-nitropyridine

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; chemoselective reaction;90%
2-amino-3-chloro-4-methylpyridine
56960-76-0

2-amino-3-chloro-4-methylpyridine

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
With copper; benzoic acid at 150℃; for 1h;87.2%
2-(2,5-dimethyl-pyrrol-1-yl)-4-methyl-pyridine
95337-78-3

2-(2,5-dimethyl-pyrrol-1-yl)-4-methyl-pyridine

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
With hydroxylamine hydrochloride In ethanol; water for 24h; Heating;82%
2-fluoro-4-methylpyridine
461-87-0

2-fluoro-4-methylpyridine

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;46%
picoline
108-89-4

picoline

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
With sodium amide; xylene
With sodium amide; decalin at 140 - 150℃;
4-methyl(2-nitroso)pyridine
79917-38-7

4-methyl(2-nitroso)pyridine

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
With zinc In acetic acid
picoline
108-89-4

picoline

tetrachloromethane
56-23-5

tetrachloromethane

sodium amide

sodium amide

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

2,2-dimethyl-3-(4-methylpyrid-2-yl)-4-oxo-4H-1,3-benzoxazine
76809-23-9

2,2-dimethyl-3-(4-methylpyrid-2-yl)-4-oxo-4H-1,3-benzoxazine

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
With hydrogenchloride Hydrolysis;
4-methyl-pyridin-2-yl-(tert-butyl)-amine

4-methyl-pyridin-2-yl-(tert-butyl)-amine

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 70℃;
4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Ts2O / various solvent(s); CH2Cl2 / 0.25 h
2: TFA / various solvent(s); CH2Cl2 / 70 °C
View Scheme
Multi-step reaction with 2 steps
1: CH2Cl2 / Heating
2: conc. HCl
View Scheme
N-2-(4-methylpyridyl)-2-hydroxy-1-naphthaldiamine

N-2-(4-methylpyridyl)-2-hydroxy-1-naphthaldiamine

A

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

B

2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

Conditions
ConditionsYield
In methanol; water at 20℃; for 0.5h;
N-(4-methylpyridin-2-yl)butyramide

N-(4-methylpyridin-2-yl)butyramide

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane
5123-13-7

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane

A

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

B

butyl-(4-methyl-[2]pyridyl)-amine
103392-72-9

butyl-(4-methyl-[2]pyridyl)-amine

C

C16H20N2

C16H20N2

Conditions
ConditionsYield
With dodecacarbonyl-triangulo-triruthenium; isopropyl alcohol at 140℃; for 24h; Inert atmosphere; Sealed tube;A 10 %Spectr.
B 18 %Spectr.
C 53 %Spectr.
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

(+/-)-methylenecyclopropanecarboxylic acid
62266-36-8

(+/-)-methylenecyclopropanecarboxylic acid

2-methylene-cyclopropanecarboxylic acid (4-methyl-pyridin-2-yl)-amide

2-methylene-cyclopropanecarboxylic acid (4-methyl-pyridin-2-yl)-amide

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 25℃; for 9.5h;100%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

4-hydroxy-1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid

4-hydroxy-1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid

(2S)-4-hydroxy-N-(4-methylpyridin-2-yl)-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

(2S)-4-hydroxy-N-(4-methylpyridin-2-yl)-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;100%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

4-hydroxy-1-tosylpyrrolidine-2-carboxylic acid
909262-73-3

4-hydroxy-1-tosylpyrrolidine-2-carboxylic acid

(2S)-4-hydroxy-1-(4-methylbenzenesulfonyl)-N-(4-methylpyridin-2-yl)pyrrolidine-2-carboxamide

(2S)-4-hydroxy-1-(4-methylbenzenesulfonyl)-N-(4-methylpyridin-2-yl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;100%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid
88867-96-3

1-(4-nitrophenylsulphonyl)pyrrolidine-2-carboxylic acid

(2S)-N-(4-methylpyridin-2-yl)-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

(2S)-N-(4-methylpyridin-2-yl)-1-(4-nitrobenzenesulfonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;99.9%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

3-(1H-indol-2-yl)-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]propanoic acid

3-(1H-indol-2-yl)-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]propanoic acid

(2S)-3-(1H-indol-2-yl)-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]-N-(4-methylpyridin-2-yl)propanamide

(2S)-3-(1H-indol-2-yl)-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]-N-(4-methylpyridin-2-yl)propanamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;99.6%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanoic acid

3-(1H-indol-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanoic acid

(2S)-3-(1H-indol-2-yl)-N-(4-methylpyridin-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanamide

(2S)-3-(1H-indol-2-yl)-N-(4-methylpyridin-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]propanamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;99.4%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

{benzoyl[(4-methylphenyl)sulfonyl]amino}acetic acid

{benzoyl[(4-methylphenyl)sulfonyl]amino}acetic acid

2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]-N-(4-methylpyridin-2-yl)acetamide

2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]-N-(4-methylpyridin-2-yl)acetamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;99.3%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

2-Bromo-4'-phenylacetophenone
135-73-9

2-Bromo-4'-phenylacetophenone

7-methyl-2-(biphenyl-4-yl)imidazo[1,2-a]pyridine
65964-64-9

7-methyl-2-(biphenyl-4-yl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;99%
In ethanol for 4h; Heating;77%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

4-(bromoacetyl)toluene
619-41-0

4-(bromoacetyl)toluene

2-(4-methylphenyl)-7-methylimidazo[1,2-a]pyridine
65964-61-6

2-(4-methylphenyl)-7-methylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;99%
In water; isopropyl alcohol at 75℃; Microwave irradiation; Green chemistry;95%
With ethanol
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

4-chlorobenzoylmethyl bromide
536-38-9

4-chlorobenzoylmethyl bromide

2-(4-chlorophenyl)-7-methyl-imidazo[1,2-a]pyridine
65964-62-7

2-(4-chlorophenyl)-7-methyl-imidazo[1,2-a]pyridine

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;99%
With sodium hydrogencarbonate In ethanol for 20h; Reflux;79%
With ethanol
With sodium carbonate In ethanol for 1h; Reflux;
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

2-(4-methoxyphenyl)-7-methyl-imidazo[1,2-a]pyridine
65964-63-8

2-(4-methoxyphenyl)-7-methyl-imidazo[1,2-a]pyridine

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;99%
In water; isopropyl alcohol at 75℃; Microwave irradiation; Green chemistry;96%
In neat (no solvent) at 65℃; under 750.075 Torr; for 0.3h; Microwave irradiation; Green chemistry;83%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

4-Nitrophenacyl bromide
99-81-0

4-Nitrophenacyl bromide

2-(4-nitrophenyl)-7-methylimidazo[1,2-a]pyridine
961-82-0

2-(4-nitrophenyl)-7-methylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;99%
With hydrogen bromide 1) acetone, reflux, 3 h, 2) methanol, reflux, 60 min; Yield given. Multistep reaction;
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

α-bromoacetophenone
70-11-1

α-bromoacetophenone

2-phenyl-7-methylimidazo[1,2-a]pyridine
885-91-6

2-phenyl-7-methylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;99%
In neat (no solvent) at 65℃; under 750.075 Torr; for 0.333333h; Microwave irradiation; Green chemistry;85%
Stage #1: 2-Amino-4-methylpyridine; α-bromoacetophenone In ethanol for 5h; Reflux;
Stage #2: With hydrogenchloride In ethanol; water for 3h; Reflux;
80%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

2-Bromo-2'-acetonaphthone
613-54-7

2-Bromo-2'-acetonaphthone

7-methyl-2-(naphthalen-2-yl)imidazo[1,2-a]pyridine
240135-98-2

7-methyl-2-(naphthalen-2-yl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;99%
With sodium carbonate In ethanol for 24h; Cyclization; Tschitschibabin reaction; Heating;62%
In ethanol for 8h; Heating;54%
In ethanol for 4h; Heating;54%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

ethyl 3-oxo-3-phenylpropionate
94-02-0

ethyl 3-oxo-3-phenylpropionate

ethyl 7-methyl-2-phenylimidazo[1,2-a]pyridine-3-carboxylate
137997-34-3

ethyl 7-methyl-2-phenylimidazo[1,2-a]pyridine-3-carboxylate

Conditions
ConditionsYield
With carbon tetrabromide In acetonitrile at 80℃;99%
With tert.-butylhydroperoxide; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide In water; acetonitrile at 80℃; for 10h;83%
With [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate In tetrahydrofuran at 7℃; for 2h;75%
Multi-step reaction with 2 steps
1: copper(l) iodide / N,N-dimethyl-formamide / 70 °C / Green chemistry
2: copper(l) iodide / N,N-dimethyl-formamide / 70 °C / Green chemistry
View Scheme
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

methanol
67-56-1

methanol

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl (4-methylpyridin-2-yl)carbamate
551911-78-5

methyl (4-methylpyridin-2-yl)carbamate

Conditions
ConditionsYield
at 0 - 20℃; for 4h; Inert atmosphere;99%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

C20H22BrN3
1538557-71-9

C20H22BrN3

Conditions
ConditionsYield
With LaMnO3 In neat (no solvent) at 35℃; for 1.5h; Catalytic behavior; Green chemistry;99%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

2-bromo-4'-fluoroacetophenone
403-29-2

2-bromo-4'-fluoroacetophenone

2-(4-fluorophenyl)-7-methylimidazo[1,2-a]pyridine

2-(4-fluorophenyl)-7-methylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;99%
With sodium hydrogencarbonate In ethanol for 3h; Reflux;
Stage #1: 2-Amino-4-methylpyridine With sodium hydrogencarbonate In ethanol at 20℃; for 0.0833333h;
Stage #2: 2-bromo-4'-fluoroacetophenone In ethanol at 65℃;
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

4-Cyanophenacyl bromide
20099-89-2

4-Cyanophenacyl bromide

4-(7-methylimidazo[1,2-a]pyridin-2-yl)benzonitrile
118000-54-7

4-(7-methylimidazo[1,2-a]pyridin-2-yl)benzonitrile

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;99%
In neat (no solvent) at 65℃; under 750.075 Torr; for 0.333333h; Microwave irradiation; Green chemistry;86%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

tetrakis-pivaloyloxymethyl ester of vinylidene-1,1-bisphosphonate

tetrakis-pivaloyloxymethyl ester of vinylidene-1,1-bisphosphonate

tetrakispivaloyloxymethyl 2-(4-methylpyridine-2-ylamino)ethylidene-1,1-bisphosphonate

tetrakispivaloyloxymethyl 2-(4-methylpyridine-2-ylamino)ethylidene-1,1-bisphosphonate

Conditions
ConditionsYield
In chloroform at 20℃; for 1h;99%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

4-(chlorosulfonyl)benzenesulfonyl fluoride

4-(chlorosulfonyl)benzenesulfonyl fluoride

4-(N-(4-methylpyridin-2-yl)sulfamoyl)benzene-1-sulfonyl fluoride

4-(N-(4-methylpyridin-2-yl)sulfamoyl)benzene-1-sulfonyl fluoride

Conditions
ConditionsYield
With pyridine In chloroform at 20℃; for 48h; chemoselective reaction;99%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]acetic acid

2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]acetic acid

N-(4-methylpyridin-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]acetamide

N-(4-methylpyridin-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]acetamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;98.5%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

3-methyl-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]pentanoic acid

3-methyl-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]pentanoic acid

(2S)-3-methyl-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]-N-(4-methylpyridin-2-yl)pentanamide

(2S)-3-methyl-2-[N-(4-methylbenzenesulfonyl)-1-phenylformamido]-N-(4-methylpyridin-2-yl)pentanamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;98.3%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]pentanoic acid

3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]pentanoic acid

(2S)-3-methyl-N-(4-methylpyridin-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]pentanamide

(2S)-3-methyl-N-(4-methylpyridin-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]pentanamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;98.2%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanoic acid

3-methyl-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanoic acid

(2S)-3-methyl-N-(4-methylpyridin-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanamide

(2S)-3-methyl-N-(4-methylpyridin-2-yl)-2-[N-(4-nitrobenzenesulfonyl)-1-phenylformamido]butanamide

Conditions
ConditionsYield
With boric acid In toluene for 6h; Dean-Stark; Reflux;98.2%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

para-bromophenacyl bromide
99-73-0

para-bromophenacyl bromide

2-(4-bromophenyl)-7-methylimidazo[1,2-a]pyridine
838-32-4

2-(4-bromophenyl)-7-methylimidazo[1,2-a]pyridine

Conditions
ConditionsYield
In neat (no solvent) at 25 - 30℃; Milling; Green chemistry;98%
With sodium hydrogencarbonate In ethanol for 20h; Reflux;79%
In ethanol for 18h; Heating;58%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

1,1,3,3-tetramethyl-1,3-dichlorodisiloxane
2401-73-2

1,1,3,3-tetramethyl-1,3-dichlorodisiloxane

[(NC5H3(CH3))NHSi(CH3)2]2O
182245-12-1

[(NC5H3(CH3))NHSi(CH3)2]2O

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; diethyl ether98%
benzyl (2S)-2-(1H-1,2,3-benzotriazol-1-ylcarbonyl)tetrahydro-1H-pyrrole-1-carboxylate
886981-23-3

benzyl (2S)-2-(1H-1,2,3-benzotriazol-1-ylcarbonyl)tetrahydro-1H-pyrrole-1-carboxylate

2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

benzyl (2S)-2-[(4-methyl-2-pyridinyl)amino]carbonyl-tetrahydro-1H-pyrrole-1-carboxylate

benzyl (2S)-2-[(4-methyl-2-pyridinyl)amino]carbonyl-tetrahydro-1H-pyrrole-1-carboxylate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 70℃; for 0.5h; microwave irradiation;98%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

benzaldehyde
100-52-7

benzaldehyde

C15H16N2O2
1135400-33-7

C15H16N2O2

Conditions
ConditionsYield
With potassium hydroxide; water at 100℃; for 1.5h;98%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

8-methyl-4-(4-nitrophenyl)-2H-pyrido[1,2-a][1,3,5]triazine-2-thione
1403962-22-0

8-methyl-4-(4-nitrophenyl)-2H-pyrido[1,2-a][1,3,5]triazine-2-thione

Conditions
ConditionsYield
Stage #1: ammonium thiocyanate; 4-nitro-benzoyl chloride In neat (no solvent) at 90℃; for 0.0833333h;
Stage #2: 2-Amino-4-methylpyridine In neat (no solvent) at 20℃; for 3h;
98%

695-34-1Relevant articles and documents

Method for preparing amine through catalytic reduction of nitro compound by cyclic (alkyl) (amino) carbene chromium complex

-

Paragraph 0015, (2021/04/17)

The cyclic (alkyl) (amino) carbene chromium complex is prepared from corresponding ligand salt, alkali and CrCl3 and used for catalyzing pinacol borane to reduce nitro compounds in an ether solvent under mild conditions to generate corresponding amine. The method for preparing amine has the advantages of cheap and accessible raw materials, mild reaction conditions, wide substrate application range, high selectivity and the like, and is simple to operate.

Copper(ii)-catalyzed c-n coupling of aryl halides and n-nucleophiles promoted by quebrachitol or diethylene glycol

Chen, Guoliang,Chen, Yuanguang,Du, Fangyu,Fu, Yang,Wu, Ying,Zhou, Qifan

supporting information, p. 2161 - 2168 (2019/11/25)

Herein, we report the natural ligand quebrachitol (QCT) as a promoter for a Cu(II) catalyst, which is highly effective for N-Arylation of various amines and related aryl halides. A series of diarylamine derivatives were obtained in high yields by using diethylene glycol (DEG) as both ligand and solvent. The C-N coupling reactions proceed under mild conditions and exhibit good functional group tolerance.

Syntheses, spectroscopy, electrochemistry, EPR, PXRD-structure and DFT/TD-DFT of bis[2-oxo-1-naphthaldehydato-κO,O’]copper(II)

Enamullah, Mohammed,Joy, Baitul Alif,Islam, Mohammad Khairul

, p. 56 - 64 (2018/09/18)

Reaction of N-2-(R-pyridyl)-2-hydroxy-1-naphthaldimine {R = H (HL1), 4-CH3 (HL2) and 6-CH3 (HL3)} with copper(II) nitrate provides the new complex of bis[2-oxo-1-naphthaldehydato-κO,O’]copper(II) (1) via in-situ hydrolysis of the Schiff base back to 2-hydroxy-1-naphthaldehyde (HL′). Elemental analyses reveal that there are no nitrogen atoms in the complex. X-ray diffraction (PXRD) data indicate that the complex is monoclinic with space group P21/a and Z = 2 and that the ligand acts as bidentate through O?O-chelate system forming a bis-complex with O2O2-coordination sphere around the copper(II) ion. Electrochemical results show two quasi-reversible one electron charge transfer processes attributed to [Cu(L′)2]2?/[Cu(L′)2]? and [Cu(L′)2]?/[Cu(L′)2] (L’ = deprotonated aldehyde) couples in acetonitrile. The magnetic data confirm the paramagnetic property of the complex with one unpaired electron in the metallic centre. The results suggest that the complex assumes a geometry between tetrahedral and square-planar supported by DFT calculations. Thermal analysis shows an irreversible phase transformation from solid to isotropic liquid phase. EPR spectrum in chloroform exhibits an isotropic pattern with four lines due to nuclear hyperfine splitting from the copper(II) ion with spin 3/2. The structural analyses, electrochemical and paramagnetic properties of these complexes explore greater interests for their use in the supramolecular chemistry.

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