2,2'-Dipicolylamine supplier

Name
2,2'-DIPICOLYLAMINE
EINECS 216-266-8
CAS No. 1539-42-0
Article Data70
CAS DataBase
Density 1.118 g/cm³
Solubility
Melting Point
Formula C₁₂H₁₃N₃
Boiling Point 322.159 °C at 760 mmHg
Molecular Weight 199.255
Flash Point 148.637 °C
Transport Information
Appearance
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Di(2-pyridylmethyl)amine;Di-2-picolylamine;N,N-Bis(2-pyridylmethyl)amine;N,N-Bis[(pyridin-2-yl)methyl]amine;N,N-Di-2-picolylamine;NSC 176070;Pyridine,2,2'-(iminodimethylene)di- (7CI,8CI);Bis(2-picolyl)amine;Bis(2-pyridinylmethyl)amine;Bis(2-pyridylmethyl)amine;1-(Pyridin-2-yl)-N-(pyridin-2-ylmethyl)methanamine;1-Pyridin-2-yl-N-(pyridin-2-ylmethyl)methanamine;
PSA 37.81000
LogP 2.15730

Synthetic route

: 100-70-9
2-Cyanopyridine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In ethanol for 72h; Molecular sieve;	99.7%
With sodium tetrahydroborate; La0.5Ca0.5CoO3 In methanol at 40℃; under 760.051 Torr; for 0.583333h; chemoselective reaction;	85%
With hydrogen; palladium on activated charcoal In ethanol; water for 9h; Ambient temperature;

: 1121-60-4
pyridine-2-carbaldehyde

: 3731-51-9
(2-aminomethylpyridine)

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Stage #1: pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine In methanol at 20℃; for 10h; Stage #2: With methanol; sodium tetrahydroborate at 20℃;	95%
Stage #1: pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine In methanol at 20℃; for 1h; Stage #2: With methanol; sodium tetrahydroborate at 0 - 20℃;	95%
Stage #1: pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine In ethanol at 0℃; for 4h; Stage #2: With sodium tetrahydroborate at 0 - 20℃; for 12h; Stage #3: With hydrogenchloride In water for 1h;	89%

: 117053-67-5
N,N-di(2-picolyl)-4-methylbenzenesulfonamide

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With sulfuric acid at 100℃; for 2h;	94%

: 3731-51-9
(2-aminomethylpyridine)

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With 5 % Pd/TiO2 at 30℃; for 24h; Inert atmosphere; UV-irradiation;	85%
With bis(dichloro[η5-pentamethylcyclopentadienyl]iridium) at 170℃; for 18h; Neat (no solvent);	79%
Multi-step reaction with 2 steps 1: Zn powder / acetic acid View Scheme

: 1206455-31-3
C18H16N4O4S

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With potassium carbonate; thiophenol In N,N-dimethyl-formamide	74%
With potassium carbonate; thiophenol In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;

: 119715-60-5
(E)-1-(pyridine-2-yl)-N-(pyridine-2-ylmethylene)methaneamine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol; acetic acid; acetonitrile at 20℃; for 18h;	73%
With sodium tetrahydroborate

: 3731-51-9
(2-aminomethylpyridine)

: 2038-57-5
3-Phenylpropan-1-amine

A: 1539-42-0
bis[(2-pyridyl)methyl]amine

B: 137649-90-2
N-(3-phenylpropyl)-2-pyridinemethanamine

Conditions

Conditions	Yield
With 1-(3-amino-2,4-dihydroxyphenyl)-1-ethanone In methanol at 20℃; for 4h; Inert atmosphere; Electrochemical reaction; chemoselective reaction;	A 4% B 61%

...Expand

: 586-98-1
2-Hydroxymethylpyridine

: 3731-51-9
(2-aminomethylpyridine)

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With Ru3(2-(2-hydroxoethyl)pyridine)2(CO)8; potassium tert-butylate In toluene at 110℃; Molecular sieve; Inert atmosphere;	41%

: 100-70-9
2-Cyanopyridine

A: 586-98-1
2-Hydroxymethylpyridine

B: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With bis(benzonitrile)palladium(II) dichloride; water; hydrogen; silica gel; 2,2′‐biquinoline‐4,4′‐dicarboxylic acid dipotassium salt In hexane at 100℃; under 10343.2 Torr; for 48h; Autoclave; Green chemistry; chemoselective reaction;	A 8% B n/a

: 119715-60-5
N-(2-pyridylmethyl)-2-pyridylmethanimine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 20℃; for 3h;
With sodium tetrahydroborate In methanol for 0.25h; microwave irradiation;
With zinc In acetic acid

: 1539-41-9
N,N-bis<(2-pyridyl)methyl>amine trihydrochloride

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With potassium hydroxide In water

: 1121-60-4
pyridine-2-carbaldehyde

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol / 0.12 h / microwave irradiation 2: NaBH4 / methanol / 0.25 h / microwave irradiation View Scheme
Multi-step reaction with 2 steps 1: Zn powder / acetic acid View Scheme
Multi-step reaction with 2 steps 1.1: ethanol / 0.25 h 1.2: 86 percent / NaBH4 / ethanol / 0.83 h / Heating 2.1: KOH / H2O View Scheme

: 4597-87-9
2-(N-methylamino)pyridine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol / 0.12 h / microwave irradiation 2: NaBH4 / methanol / 0.25 h / microwave irradiation View Scheme

: 3731-51-9
(2-aminomethylpyridine)

(+-)-3-ethoxy-2-bromo-propionic acid ethyl ester: (+-)-3-ethoxy-2-bromo-propionic acid ethyl ester

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: ethanol / 0.25 h 1.2: 86 percent / NaBH4 / ethanol / 0.83 h / Heating 2.1: KOH / H2O View Scheme

: 1121-60-4
pyridine-2-carbaldehyde

Wang resin bound L-glutamine amide: Wang resin bound L-glutamine amide

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / MgSO4 / CH2Cl2 / 3 h / 20 °C 2: 73 percent / NaBH4 / acetonitrile; ethanol; acetic acid / 18 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: ethanol 2: NaBH4 View Scheme

: 4377-33-7
2-chloromethylpyridine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) NaOCH3 / 1.) EtOH, reflux, 5 h, 2.) DMF, 100 deg C, 12 h 2: 94 percent / conc. H2SO4 / 2 h / 100 °C View Scheme

: 75391-97-8
4-methyl-N-(2-pyridinylmethyl)-benzenesulfonamide

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) NaOCH3 / 1.) EtOH, reflux, 5 h, 2.) DMF, 100 deg C, 12 h 2: 94 percent / conc. H2SO4 / 2 h / 100 °C View Scheme

: 3731-51-9
(2-aminomethylpyridine)

: 31106-82-8
2-(bromomethyl)pyridine hydrobromide

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 55℃; for 0.5h;
With triethylamine In acetonitrile at 55℃; for 0.5h;

: 1297302-47-6
[2-(bispyridin-2-ylmethylamino)-1-(3,4-dimethoxyphenyl)ethyl]-carbamicacid tert-butyl ester

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: trifluoroacetic acid / dichloromethane / 24 h / 23 °C 2: ethanol / 1 h / 78 °C 3: sodium tetrahydroborate / ethanol / 24 h / 23 °C 4: sodium tris(acetoxy)borohydride / dichloromethane / 24 h / 23 °C 5: trifluorormethanesulfonic acid; nitric acid / dichloromethane / 10 h / -42 °C 6: water; dimethyl sulfoxide; zinc(II) chloride; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)-aminomethyl]-6-hydroxy-3-xanthanone / 0.07 h / pH 7.4 / Irradiation View Scheme

Yield

Multi-step reaction with 6 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 23 °C
2: ethanol / 1 h / 78 °C
3: sodium tetrahydroborate / ethanol / 24 h / 23 °C
4: sodium tris(acetoxy)borohydride / dichloromethane / 24 h / 23 °C
5: trifluorormethanesulfonic acid; nitric acid / dichloromethane / 10 h / -42 °C
6: water; dimethyl sulfoxide; zinc(II) chloride; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)-aminomethyl]-6-hydroxy-3-xanthanone / 0.07 h / pH 7.4 / Irradiation
View Scheme

: 1297302-50-1
1-(3,4-dimethoxyphenyl)-N',N'-bispyridin-2-ylmethyl-ethane-1,2-diamine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: ethanol / 1 h / 78 °C 2: sodium tetrahydroborate / ethanol / 24 h / 23 °C 3: sodium tris(acetoxy)borohydride / dichloromethane / 24 h / 23 °C 4: trifluorormethanesulfonic acid; nitric acid / dichloromethane / 10 h / -42 °C 5: water; dimethyl sulfoxide; zinc(II) chloride; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)-aminomethyl]-6-hydroxy-3-xanthanone / 0.07 h / pH 7.4 / Irradiation View Scheme

Yield

Multi-step reaction with 5 steps
1: ethanol / 1 h / 78 °C
2: sodium tetrahydroborate / ethanol / 24 h / 23 °C
3: sodium tris(acetoxy)borohydride / dichloromethane / 24 h / 23 °C
4: trifluorormethanesulfonic acid; nitric acid / dichloromethane / 10 h / -42 °C
5: water; dimethyl sulfoxide; zinc(II) chloride; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)-aminomethyl]-6-hydroxy-3-xanthanone / 0.07 h / pH 7.4 / Irradiation
View Scheme

: 1297302-53-4
1-(3,4-dimethoxyphenyl)-N,N,N',N'-tetrakispyridin-2-ylmethyl-ethane-1,2-diamine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trifluorormethanesulfonic acid; nitric acid / dichloromethane / 10 h / -42 °C 2: water; dimethyl sulfoxide; zinc(II) chloride; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)-aminomethyl]-6-hydroxy-3-xanthanone / 0.07 h / pH 7.4 / Irradiation View Scheme

: C28H29N5O2

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium tetrahydroborate / ethanol / 24 h / 23 °C 2: sodium tris(acetoxy)borohydride / dichloromethane / 24 h / 23 °C 3: trifluorormethanesulfonic acid; nitric acid / dichloromethane / 10 h / -42 °C 4: water; dimethyl sulfoxide; zinc(II) chloride; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)-aminomethyl]-6-hydroxy-3-xanthanone / 0.07 h / pH 7.4 / Irradiation View Scheme

Yield

Multi-step reaction with 4 steps
1: sodium tetrahydroborate / ethanol / 24 h / 23 °C
2: sodium tris(acetoxy)borohydride / dichloromethane / 24 h / 23 °C
3: trifluorormethanesulfonic acid; nitric acid / dichloromethane / 10 h / -42 °C
4: water; dimethyl sulfoxide; zinc(II) chloride; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)-aminomethyl]-6-hydroxy-3-xanthanone / 0.07 h / pH 7.4 / Irradiation
View Scheme

: 1298069-29-0
1-(4,5-dimethoxy-2-nitrophenyl)-N,N,N',N'-tetrakispyridin-2-ylmethylethane-1,2-diamine

A: C22H22N4O4

B: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With water; dimethyl sulfoxide; zinc(II) chloride; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)-aminomethyl]-6-hydroxy-3-xanthanone for 0.0666667h; pH=7.4; Irradiation;

: C28H31N5O2

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium tris(acetoxy)borohydride / dichloromethane / 24 h / 23 °C 2: trifluorormethanesulfonic acid; nitric acid / dichloromethane / 10 h / -42 °C 3: water; dimethyl sulfoxide; zinc(II) chloride; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)-aminomethyl]-6-hydroxy-3-xanthanone / 0.07 h / pH 7.4 / Irradiation View Scheme

: C21H23FeN4O2

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With dihydrogen peroxide at 25℃; pH=7; Kinetics; aq. buffer;

: 117507-66-1
N-(2-nitrobenzenesulfonyl)-2-(aminomethyl)pyridine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran 2: potassium carbonate; thiophenol / N,N-dimethyl-formamide View Scheme

: 1133438-04-6
(di-2-pyridylmethyl-amide)2Fe

A: 1133438-00-2
(1,3-di-(2-pyridyl)-2-azaallyl)2Fe

B: 1239598-70-9
(di-2-pyridylmethyl-amide)(1,3-di-(2-pyridyl)-2-azaallyl)Fe

C: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With [(4-tert-butylphenyl)ethynyl]benzene In benzene-d6 at 23℃; for 45h; Inert atmosphere; Sealed tube;

...Expand

: 1133438-04-6
(di-2-pyridylmethyl-amide)2Fe

A: 119715-60-5
N-(2-pyridylmethyl)-2-pyridylmethanimine

B: 1133438-00-2
(1,3-di-(2-pyridyl)-2-azaallyl)2Fe

C: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
In benzene-d6 at 50℃; for 16h; Inert atmosphere; Sealed tube;

...Expand

: 1133438-04-6
(di-2-pyridylmethyl-amide)2Fe

A: 1133438-00-2
(1,3-di-(2-pyridyl)-2-azaallyl)2Fe

B: 1539-42-0
bis[(2-pyridyl)methyl]amine

Conditions

Conditions	Yield
With Butyl-[1-(4-trifluoromethyl-phenyl)-meth-(E)-ylidene]-amine In benzene-d6 at 23℃; for 1.5h; Reagent/catalyst; Time; Inert atmosphere; Sealed tube;

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 6-[2',5'-bis(tetrahydropyranyloxy)phenyl]-2-pyridylcarboxaldehyde

: 510716-43-5
bis(2-pyridylmethyl){6-[2',5'-bis(tetrahydropyranyloxy)phenyl]-2-pyridylmethyl}amine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane	100%

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 106-96-7
propargyl bromide

: 950984-75-5
N-propargyl-N,N-bis(2-pyridylmethyl)amine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; toluene at 20℃; Inert atmosphere;	100%
With potassium carbonate In tetrahydrofuran; toluene at 20℃;	100%
With potassium carbonate In tetrahydrofuran at 20℃; for 16h;	96%

: 13755-29-8
sodium tetrafluoroborate

: iron(II) chloride tetrahydrate

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: bis(2,2'-dipicolylamine)iron(II) tetrafluoroborate

Conditions

Conditions	Yield
With ascorbic acid In water addn. of aq. ligand soln. to aq. FeCl2 soln. (contg. ascorbic acid to reduce Fe(III)) under N2, ratio Fe : Dipica = 1:2.1, addn. of excess NaBF4;	100%

...Expand

: 124940-34-7
1-(phenylmethyl)-1H-1,2,3-triazole-4-carboxaldehyde

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: N-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)(pyridin-2-yl)-N-(pyridin-2-ylmethyl)-methanamine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃;	100%

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 15486-96-1
3-Bromopropionyl chloride

: 1293291-05-0
3-bromo-N,N-bis(pyridin-2-ylmethyl)propanamide

Conditions

Conditions	Yield
In chloroform at 0 - 20℃; for 16.5h; Inert atmosphere;	100%

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 105-39-5
chloroacetic acid ethyl ester

: ethyl 2-(bis(pyridin-2-ylmethyl)amino)acetate

Conditions

Conditions	Yield
With sodium carbonate In acetonitrile for 18h; Reflux;	100%
Stage #1: bis[(2-pyridyl)methyl]amine With sodium hydrogencarbonate In acetonitrile for 0.166667h; Stage #2: chloroacetic acid ethyl ester In acetonitrile for 5h; Reflux; Inert atmosphere;
With triethylamine In ethanol for 12h; Reflux;

: 50-00-0
formaldehyd

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 19411-85-9
N-methyl-N,N-di(2-pyridylmethyl)amine

Conditions

Conditions	Yield
In dichloromethane; water at 20℃;	99%
With sodium cyanoborohydride In methanol; water at 20℃; for 1h; Inert atmosphere;	92%
Stage #1: formaldehyd; bis[(2-pyridyl)methyl]amine With acetic acid In methanol for 0.5h; Reflux; Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 48h;	73%
With hydrogenchloride In ethanol; water for 1h; Reflux;

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 597544-14-4
tert-butyl 7-formyl-1H-indole-1-carboxylate

: C26H28N4O2

Conditions

Conditions	Yield
Stage #1: bis[(2-pyridyl)methyl]amine; tert-butyl 7-formyl-1H-indole-1-carboxylate With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 18h; Inert atmosphere; Stage #2: With sodium hydrogencarbonate for 0.5h;	99%

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 83004-14-2
2-bromo-4-bromomethyl pyridine

: 1-(2-bromopyridin-4-yl)-N,N-bis(pyridin-2-ylmethyl)methanamine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; Inert atmosphere;	99%

: 101990-45-8
2-bromo-5-bromomethylpyridine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: C18H17BrN4

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; Inert atmosphere;	99%

: 201230-82-2
carbon monoxide

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 22885-95-6
(1R)-2-iodo-1,7,7-trimethylbicyclo<2.2.1>hept-2-ene

: C23H27N3O

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 50℃; under 750.075 Torr; for 2h; chemoselective reaction;	99%

...Expand

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 107-13-1
acrylonitrile

: 223130-44-7
3-(bis-pyridin-2-ylmethyl-amino)-propionitrile

Conditions

Conditions	Yield
In methanol for 0.5h; Michael addition; microwave irradiation;	98%
In methanol for 0.5h; Microwave irradiation;	96%
In methanol at 50℃; for 24h; Michael Addition;	92%
With acetic acid Michael addition;

: C14H10ClNO3

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 3-[2-(4-chlorobenzoyl)phenyl]-1,1-bis(pyridin-2-ylmethyl)urea

Conditions

Conditions	Yield
Stage #1: C14H10ClNO3 With diphenyl phosphoryl azide; triethylamine In toluene for 0.5h; Reflux; Inert atmosphere; Stage #2: bis[(2-pyridyl)methyl]amine In toluene for 0.5h; Reflux; Inert atmosphere;	98%

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 589-15-1
1-bromomethyl-4-bromobenzene

: N-(4-bromobenzyl)-1-(pyridine-2-yl)-N-(pyridine-2-ylmenthyl)methanamine

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane at 20℃; for 24h; Inert atmosphere;	98%
With potassium carbonate In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;	69.9%
Stage #1: bis[(2-pyridyl)methyl]amine With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃; for 0.5h; Stage #2: 1-bromomethyl-4-bromobenzene In N,N-dimethyl-formamide at 100℃; for 24h;	62.1%
With potassium carbonate In acetonitrile at 20℃; Inert atmosphere;

: 15274-33-6
cis-bis(dimethylsulfoxide)dichloroplatinum(II)

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 356070-43-4
[Pt(bis-(2-pyridylmethyl)amine)Cl]Cl*H2O

Conditions

Conditions	Yield
In dichloromethane for 24h; Darkness;	98%

: 14510-06-6
2-formyl oxine

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 648896-31-5
bis(2-pyridylmethyl)(8-hydroxy-quinoline-2-methyl)amine

Conditions

Conditions	Yield
Stage #1: 2-formyl oxine; bis[(2-pyridyl)methyl]amine In dichloromethane for 3h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; Inert atmosphere;	98%

: 7496-46-0
8-bromomethyl-quinoline

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: C22H20N4

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; Inert atmosphere; Schlenk technique;	97.4%

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 79-06-1
2-propenamide

: 195606-52-1
N-propanamide-N,N-bis-(2-pyridylmethyl)amine

Conditions

Conditions	Yield
In methanol for 0.666667h; Michael addition; microwave irradiation;	97%
In methanol Reflux;

: 1934-75-4
sodium dicyanamide

: copper(II) perchlorate

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 1207988-76-8
(di(2-methylpyridyl)amine)(μ-1.5-dicyanamide)copper(II) perchlorate

Conditions

Conditions	Yield
In water Cu salt, dipyridylamine and Na dicyanamide (1:1:2) in H2O heated for 5 min; crystd. at room temp. for 1 h, filtered, washed (abs.EtOH, ether), dried(air);	97%

...Expand

: 420-12-2
thirane

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 343627-75-8
di‑2‑(bis(2‑pyridylmethyl)amino)ethyl disulfide

Conditions

Conditions	Yield
Stage #1: thirane; bis[(2-pyridyl)methyl]amine In acetonitrile for 16h; Schlenk technique; Inert atmosphere; Sealed tube; Reflux; Stage #2: With iodine In water; acetonitrile at 20℃; for 2h;	97%

: 2-(N,N-bis((1-methylbenzimidazol-2-yl)methyl)aminomethyl)-6-chloromethyl-4-methylphenol

: 1539-42-0
bis[(2-pyridyl)methyl]amine

: 2-(N,N-bis((pyridin-2-yl)methyl)aminomethyl)-6-(N,N-bis((1-methylbenzimidazol-2-yl)methyl)aminomethyl)-4-methylphenol

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 48h; Inert atmosphere;	97%

2,2'-Dipicolylamine Specification

The 2-Pyridinemethanamine,N-(2-pyridinylmethyl)-, with the CAS registry number 1539-42-0, is also known as Bis(2-pyridinylmethyl)amine. It belongs to the product categories of Heterocyclic Compounds; Heterocyclic Building Blocks; Pyridines. Its EINECS number is 216-266-8. This chemical's molecular formula is C₁₂H₁₃N₃ and molecular weight is 298.34. What's more, its systematic name is 1-pyridin-2-yl-N-(pyridin-2-ylmethyl)methanamine. It should be sealed and stored in a cool and dry place. What's more, it should be ensured that the workshop is well ventilated or equipped with exhaust devices.

Physical properties of 2-Pyridinemethanamine,N-(2-pyridinylmethyl)- are: (1)ACD/LogP: 0.44; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.01; (4)ACD/LogD (pH 7.4): 0.43; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1.24; (7)ACD/KOC (pH 5.5): 14.79; (8)ACD/KOC (pH 7.4): 40.28; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 29.02 Å²; (13)Index of Refraction: 1.589; (14)Molar Refractivity: 60.06 cm³; (15)Molar Volume: 178.2 cm³; (16)Polarizability: 23.81×10^-24cm³; (17)Surface Tension: 49.3 dyne/cm; (18)Density: 1.118 g/cm³; (19)Flash Point: 148.6 °C; (20)Enthalpy of Vaporization: 56.4 kJ/mol; (21)Boiling Point: 322.2 °C at 760 mmHg; (22)Vapour Pressure: 0.000284 mmHg at 25°C.

Preparation of 2-Pyridinemethanamine,N-(2-pyridinylmethyl)-: this chemical can be prepared by N-Tosyl-bis(2-pyridylmethyl)amin at the temperature of 100 °C. This reaction will need reagent conc. H₂SO₄ with the reaction time of 2 hours. The yield is about 94%.

2-Pyridinemethanamine,N-(2-pyridinylmethyl)- can be prepared by N-Tosyl-bis(2-pyridylmethyl)amin at the temperature of 100 °C

Uses of 2-Pyridinemethanamine,N-(2-pyridinylmethyl)-: it can be used to produce 3-(bis-pyridin-2-ylmethyl-amino)-propionic acid at the temperature of 80 °C. It will need reagent triethylamine and solvent ethanol with the reaction time of 18 hours. The yield is about 43%.

2-Pyridinemethanamine,N-(2-pyridinylmethyl)- can be used to produce 3-(bis-pyridin-2-ylmethyl-amino)-propionic acid at the temperature of 80 °C

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=NC(=C1)CNCC2=CC=CC=N2
(2)InChI: InChI=1S/C12H13N3/c1-3-7-14-11(5-1)9-13-10-12-6-2-4-8-15-12/h1-8,13H,9-10H2
(3)InChIKey: KXZQYLBVMZGIKC-UHFFFAOYSA-N

Product Name

2,2'-DIPICOLYLAMINE

Synthetic route

2,2'-Dipicolylamine Specification

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