Product Name

  • Name

    BIS(HEXAMETHYLENE)TRIAMINE

  • EINECS 143-23-7
  • CAS No. 143-23-7
  • Article Data7
  • CAS DataBase
  • Density 0.887 g/cm3
  • Solubility 437g/L at 20℃
  • Melting Point 33-36 °C(lit.)
  • Formula C12H29N3
  • Boiling Point 332.8 °C at 760 mmHg
  • Molecular Weight 215.382
  • Flash Point 175.2 °C
  • Transport Information
  • Appearance white solid.
  • Safety 26-36/37/39-45
  • Risk Codes 22-34
  • Molecular Structure Molecular Structure of 143-23-7 (BIS(HEXAMETHYLENE)TRIAMINE)
  • Hazard Symbols CorrosiveC
  • Synonyms 1,6-Hexanediamine,N-(6-aminohexyl)- (9CI);Dihexylamine, 6,6'-diamino- (6CI,7CI,8CI);1,13-Diamino-7-azatridecane;7-Aza-1,13-tridecanediamine;BHMT-HP;Bis(6-aminohexamethyl)amine;Bis(6-aminohexyl)amine;Bis(aminohexyl)amine;Bis(hexamethylene)triamine;Dihexylenetriamine;Dytek BHMT-HP;N-(6-Aminohexyl)-1,6-hexanediamine;NSC 92231;
  • PSA 64.07000
  • LogP 3.40570

Synthetic route

8-(2-(trimethylsilyl)ethanesulfonyl)-1,8,15-triazapentadecane
652130-77-3

8-(2-(trimethylsilyl)ethanesulfonyl)-1,8,15-triazapentadecane

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 100℃;46%
N1,N13-diacetyl-1,13-diamino-7-azatridecane
500309-42-2

N1,N13-diacetyl-1,13-diamino-7-azatridecane

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating; Yield given;
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / 24 h / 100 °C
2: Raney Ni / benzene / 7 h / Heating
3: 2N HCl / 2 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
mono-N-acetylhexamethylenediamine
49631-88-1

mono-N-acetylhexamethylenediamine

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Raney Ni / benzene / 7 h / Heating
2: 2N HCl / 2 h / Heating
View Scheme
6-amino-1-hexanol
4048-33-3

6-amino-1-hexanol

A

hexamethylene imine
111-49-9

hexamethylene imine

B

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

C

6-(azepan-1-yl)hexan-1-amine
21920-79-6

6-(azepan-1-yl)hexan-1-amine

D

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
With ammonia; hydrogen In tert-butyl alcohol at 220℃; under 120012 Torr; for 6h;A 33 %Chromat.
B 20.7 %Chromat.
C n/a
D n/a
6-amino-1-hexanol
4048-33-3

6-amino-1-hexanol

A

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

B

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
6-amino-1-hexanol
4048-33-3

6-amino-1-hexanol

A

hexamethylene imine
111-49-9

hexamethylene imine

B

6-(azepan-1-yl)hexan-1-amine
21920-79-6

6-(azepan-1-yl)hexan-1-amine

C

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
6-amino-1-hexanol
4048-33-3

6-amino-1-hexanol

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
6-amino-1-hexanol
4048-33-3

6-amino-1-hexanol

A

6-(azepan-1-yl)hexan-1-amine
21920-79-6

6-(azepan-1-yl)hexan-1-amine

B

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

A

hexamethylene imine
111-49-9

hexamethylene imine

B

6-(azepan-1-yl)hexan-1-amine
21920-79-6

6-(azepan-1-yl)hexan-1-amine

C

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
With ammonia; hydrogen In tert-butyl alcohol at 220℃; under 120012 Torr; for 6h;
hexamethylene imine
111-49-9

hexamethylene imine

A

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

B

6-(azepan-1-yl)hexan-1-amine
21920-79-6

6-(azepan-1-yl)hexan-1-amine

C

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
With ammonia; hydrogen In tert-butyl alcohol at 220℃; under 120012 Torr; for 6h;
1,6-hexanediol
629-11-8

1,6-hexanediol

A

hexamethylene imine
111-49-9

hexamethylene imine

B

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

C

6-(azepan-1-yl)hexan-1-amine
21920-79-6

6-(azepan-1-yl)hexan-1-amine

D

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
With ammonia; hydrogen In tert-butyl alcohol at 220℃; under 120012 Torr; for 4.5h; Kinetics; Temperature; Pressure; Time;A 31.9 %Chromat.
B 38.4 %Chromat.
C n/a
D n/a
1,6-hexanediol
629-11-8

1,6-hexanediol

A

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

B

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 4.5 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 4.5 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
1,6-hexanediol
629-11-8

1,6-hexanediol

A

hexamethylene imine
111-49-9

hexamethylene imine

B

6-(azepan-1-yl)hexan-1-amine
21920-79-6

6-(azepan-1-yl)hexan-1-amine

C

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 4.5 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 4.5 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
1,6-hexanediol
629-11-8

1,6-hexanediol

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 4.5 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 4.5 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 4 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
4: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
1,6-hexanediol
629-11-8

1,6-hexanediol

A

6-(azepan-1-yl)hexan-1-amine
21920-79-6

6-(azepan-1-yl)hexan-1-amine

B

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 4.5 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 4.5 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
Multi-step reaction with 4 steps
1: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
2: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
3: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
4: hydrogen; ammonia; / tert-butyl alcohol / 6 h / 220 °C / 120012 Torr
View Scheme
hexanedinitrile
111-69-3

hexanedinitrile

A

hexamethylene imine
111-49-9

hexamethylene imine

B

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

C

di(5-cyanopentyl)-amine

di(5-cyanopentyl)-amine

D

1-amino-5-cyanopentane
2432-74-8

1-amino-5-cyanopentane

E

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium hydroxide; hydrogen In ethanol at 349.84℃; under 15001.5 Torr; for 6h; Reagent/catalyst; Temperature; Pressure; Time; Flow reactor; Sealed tube; Inert atmosphere; Ionic liquid;
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N,N',N"-tritosyl-7-aza-tridecanetriamine
187839-67-4

N,N',N"-tritosyl-7-aza-tridecanetriamine

Conditions
ConditionsYield
With potassium carbonate In water at 70℃; for 24h;98%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

1-[(2-oxazepan-1-yl)carbonyl]azepan-2-one
19494-73-6

1-[(2-oxazepan-1-yl)carbonyl]azepan-2-one

C26H47N5O4

C26H47N5O4

Conditions
ConditionsYield
95%
In toluene at 80℃; for 20h; Inert atmosphere;80%
In toluene at 60℃;
In 5,5-dimethyl-1,3-cyclohexadiene at 80℃; for 8h; Inert atmosphere;
cobalt pivalate

cobalt pivalate

chromium(III) fluoride tetrahydrate

chromium(III) fluoride tetrahydrate

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Trimethylacetic acid
75-98-9

Trimethylacetic acid

[H2N((CH2)6NHCOtBu)2][Cr(III)7Co(II)F8(pivalate)16]

[H2N((CH2)6NHCOtBu)2][Cr(III)7Co(II)F8(pivalate)16]

Conditions
ConditionsYield
With ((CH3)3CCO)2O In further solvent(s) heating mixt. of 1 equiv. of triamine deriv., 5 equiv. of chromium compd., 1 equiv. of cobalt compd. and 6 equiv. of pivalic anhydride in pivalic acid at 160°C for 30 h;92%
chromium(III) fluoride tetrahydrate

chromium(III) fluoride tetrahydrate

[Ni2(μ-OH2)(μ-trimethylacetate)2(trimethylacetate)2(trimethylacetic acid)4]

[Ni2(μ-OH2)(μ-trimethylacetate)2(trimethylacetate)2(trimethylacetic acid)4]

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Trimethylacetic acid
75-98-9

Trimethylacetic acid

[H2N((CH2)6NHCOtBu)2][Cr(III)7Ni(II)F8(pivalate)16]

[H2N((CH2)6NHCOtBu)2][Cr(III)7Ni(II)F8(pivalate)16]

Conditions
ConditionsYield
With ((CH3)3CCO)2O In further solvent(s) heating mixt. of 1 equiv. of triamine deriv., 5 equiv. of chromium compd., 1 equiv. of nickel compd. and 6 equiv. of pivalic anhydride in pivalic acid at 160°C for 30 h;92%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

di-tert-butyl (((tert-butoxycarbonyl)azanediyl)bis(hexane-6,1-diyl))dicarbamate
187839-71-0

di-tert-butyl (((tert-butoxycarbonyl)azanediyl)bis(hexane-6,1-diyl))dicarbamate

Conditions
ConditionsYield
In methanol for 12h;91%
In dichloromethane for 12h;82%
7-chloro-4-bromo-quinoline
98519-65-4

7-chloro-4-bromo-quinoline

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

N1-(7-chloroquinolin-4-yl)-N6-(6-((7-chloroquinolin-4-yl)amino)hexyl)-hexane-1,6-diamine

N1-(7-chloroquinolin-4-yl)-N6-(6-((7-chloroquinolin-4-yl)amino)hexyl)-hexane-1,6-diamine

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane; water at 120℃; for 14h; Sealed tube; Inert atmosphere;90%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

N-allyl isothiocyanate
57-06-7

N-allyl isothiocyanate

C24H44N6S3

C24H44N6S3

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h; Cooling with ice;86%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

methyl iodide
74-88-4

methyl iodide

2,2,9,9,16,16-hexamethyl-2,9,16-triazoniaheptadecane triiodide

2,2,9,9,16,16-hexamethyl-2,9,16-triazoniaheptadecane triiodide

Conditions
ConditionsYield
With 1,2,2,6,6-pentamethylpiperidine In N,N-dimethyl-formamide at 20℃;85%
2,2,2-trichloro-1-(4-chloro-1H-pyrrol-2-yl)ethan-1-one
72652-31-4

2,2,2-trichloro-1-(4-chloro-1H-pyrrol-2-yl)ethan-1-one

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

N,N'-(azanediylbis(hexane-6',1'-diyl))bis(4-chloro-1H-pyrrole- 2-carboxamide)

N,N'-(azanediylbis(hexane-6',1'-diyl))bis(4-chloro-1H-pyrrole- 2-carboxamide)

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;84%
manganese carbonate * 2 H2O

manganese carbonate * 2 H2O

chromium(III) fluoride tetrahydrate

chromium(III) fluoride tetrahydrate

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Trimethylacetic acid
75-98-9

Trimethylacetic acid

[H2N((CH2)6NHCOtBu)2][Cr(III)7Mn(II)F8(pivalate)16]

[H2N((CH2)6NHCOtBu)2][Cr(III)7Mn(II)F8(pivalate)16]

Conditions
ConditionsYield
With ((CH3)3CCO)2O In further solvent(s) heating mixt. of 1 equiv. of triamine deriv., 5 equiv. of chromium compd., 1 equiv. of manganese compd. and 6 equiv. of pivalic anhydride in pivalic acid at 160°C for 30 h;81%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Glyoxilic acid
298-12-4

Glyoxilic acid

[6-(6-amino-hexylamino)-hexylamino]-acetic acid
454466-23-0

[6-(6-amino-hexylamino)-hexylamino]-acetic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃;80%
tert-butyl {[(tert-butoxycarbonyl)imino](1H-pyrazol-1-yl)methyl}(ethyl)carbamate

tert-butyl {[(tert-butoxycarbonyl)imino](1H-pyrazol-1-yl)methyl}(ethyl)carbamate

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

tert‐butyl N‐({[6‐({6‐[({[(tert‐butoxy)carbonyl](ethyl)amino}({[(tert‐butoxy)carbonyl]imino})methyl)amino]hexyl}amino)hexyl]amino}({[(tert‐butoxy)carbonyl]imino})methyl)‐N‐ethylcarbamate

tert‐butyl N‐({[6‐({6‐[({[(tert‐butoxy)carbonyl](ethyl)amino}({[(tert‐butoxy)carbonyl]imino})methyl)amino]hexyl}amino)hexyl]amino}({[(tert‐butoxy)carbonyl]imino})methyl)‐N‐ethylcarbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; methanol at 20℃; for 16h;80%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

N,N′-di-boc-N-crotyl-1H-pyrazole-1-carboxamidine

N,N′-di-boc-N-crotyl-1H-pyrazole-1-carboxamidine

C27H53N5O4

C27H53N5O4

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol; acetonitrile at 50℃; for 5h;79%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Deoxycholic acid
83-44-3

Deoxycholic acid

(4R,4'R)-N,N'-(azanediylbis(hexane-6,1-diyl))bis(4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide)

(4R,4'R)-N,N'-(azanediylbis(hexane-6,1-diyl))bis(4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide)

Conditions
ConditionsYield
Stage #1: 1,8,15-triazapentadecane; Deoxycholic acid With benzotriazol-1-ol; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 24h; Inert atmosphere;
79%
4,5-dibromopyrrol-2-yl trichloromethyl ketone
50371-52-3

4,5-dibromopyrrol-2-yl trichloromethyl ketone

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

N,N'-(azanediylbis(hexane-6',1'-diyl))bis(4,5-dibromo-1H-pyrrole-2-carboxamide)

N,N'-(azanediylbis(hexane-6',1'-diyl))bis(4,5-dibromo-1H-pyrrole-2-carboxamide)

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;78%
In tetrahydrofuran at 19℃; for 36h;68%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

trityl chloride
76-83-5

trityl chloride

N-trityl-N'-[6-(trityl-amino)-hexyl]-hexane-1,6-diamine

N-trityl-N'-[6-(trityl-amino)-hexyl]-hexane-1,6-diamine

Conditions
ConditionsYield
With triethylamine In chloroform75%
zinc(II) hydroxide carbonate

zinc(II) hydroxide carbonate

chromium(III) fluoride tetrahydrate

chromium(III) fluoride tetrahydrate

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Trimethylacetic acid
75-98-9

Trimethylacetic acid

[H2N((CH2)6NHCOtBu)2][Cr(III)7Zn(II)F8(pivalate)16]

[H2N((CH2)6NHCOtBu)2][Cr(III)7Zn(II)F8(pivalate)16]

Conditions
ConditionsYield
With ((CH3)3CCO)2O In further solvent(s) heating mixt. of 1 equiv. of triamine deriv., 5 equiv. of chromium compd., 1 equiv. of zinc compd. and 6 equiv. of pivalic anhydride in pivalic acid at 160°C for 30 h;75%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

N,N'-bis-Boc-S-methyl-isothiourea
322474-21-5

N,N'-bis-Boc-S-methyl-isothiourea

tert‐butyl N‐[({6‐[(6‐aminohexyl)amino]hexyl}amino)({[(tert‐butoxy)carbonyl]amino})methylidene]carbamate

tert‐butyl N‐[({6‐[(6‐aminohexyl)amino]hexyl}amino)({[(tert‐butoxy)carbonyl]amino})methylidene]carbamate

Conditions
ConditionsYield
In tetrahydrofuran; methanol at 50℃; for 16h;74%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

cholic acid
81-25-4

cholic acid

(4R,4'R)-N,N'-(azanediylbis(hexane-6,1-diyl))bis(4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide)

(4R,4'R)-N,N'-(azanediylbis(hexane-6,1-diyl))bis(4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide)

Conditions
ConditionsYield
Stage #1: 1,8,15-triazapentadecane; cholic acid With benzotriazol-1-ol; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 24h; Inert atmosphere;
72%
S-methylisothiourea hemisulphate

S-methylisothiourea hemisulphate

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

1,1‘-(azanediylbis(hexane-6,1-diyl))diguanidine
13516-25-1

1,1‘-(azanediylbis(hexane-6,1-diyl))diguanidine

Conditions
ConditionsYield
In ethanol; water at 20℃; for 16h;71%
With hydrogen bromide; acetic acid In ethanol; water at 20℃; for 16h;71%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

hexan-1-amine
111-26-2

hexan-1-amine

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

hexamethylene imine
111-49-9

hexamethylene imine

Conditions
ConditionsYield
70%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)(cyclopropylmethyl)carbamate

tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)(cyclopropylmethyl)carbamate

tert‐butyl N‐({[6‐({6‐[({[(tert‐butoxy)carbonyl](cyclopropylmethyl)amino}({[(tert‐butoxy)carbonyl]imino})methyl)amino]hexyl}amino)hexyl]amino}({[(tert‐butoxy)carbonyl]imino})methyl)‐N‐(cyclopropylmethyl)carbamate

tert‐butyl N‐({[6‐({6‐[({[(tert‐butoxy)carbonyl](cyclopropylmethyl)amino}({[(tert‐butoxy)carbonyl]imino})methyl)amino]hexyl}amino)hexyl]amino}({[(tert‐butoxy)carbonyl]imino})methyl)‐N‐(cyclopropylmethyl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; methanol at 20℃; for 16h;69%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

N1-Boc-N6-(6-(Boc-amino)hexyl)hexane-1,6-diamine
86536-93-8

N1-Boc-N6-(6-(Boc-amino)hexyl)hexane-1,6-diamine

Conditions
ConditionsYield
In methanol at -80℃; for 1h;68%
malachite

malachite

chromium(III) fluoride tetrahydrate

chromium(III) fluoride tetrahydrate

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

Trimethylacetic acid
75-98-9

Trimethylacetic acid

[H2N((CH2)6NHCOtBu)2][Cr(III)7Cu(II)F8(pivalate)16]

[H2N((CH2)6NHCOtBu)2][Cr(III)7Cu(II)F8(pivalate)16]

Conditions
ConditionsYield
With ((CH3)3CCO)2O In further solvent(s) heating mixt. of 1 equiv. of triamine deriv., 5 equiv. of chromium compd., 1 equiv. of copper compd. and 6 equiv. of pivalic anhydride in pivalic acid at 160°C for 30 h;64%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

cholic acid
81-25-4

cholic acid

(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-N,N-bis(6-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)hexyl)pentanamide

(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-N,N-bis(6-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)hexyl)pentanamide

Conditions
ConditionsYield
Stage #1: 1,8,15-triazapentadecane; cholic acid With benzotriazol-1-ol; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 24h; Inert atmosphere;
62%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

benzaldehyde
100-52-7

benzaldehyde

N1-benzyl-N6-(6-(benzylamino)hexyl)hexane-1,6-diamine
1135274-04-2

N1-benzyl-N6-(6-(benzylamino)hexyl)hexane-1,6-diamine

Conditions
ConditionsYield
Stage #1: 1,8,15-triazapentadecane; benzaldehyde In isopropyl alcohol at 0 - 20℃; for 2h;
Stage #2: With hydrogen; palladium 10% on activated carbon In isopropyl alcohol under 1500.15 Torr; for 16h;
61%
2,6-bis-tert-butoxycarbonylamino-hexanoic acid
2483-46-7, 65360-27-2, 119962-72-0

2,6-bis-tert-butoxycarbonylamino-hexanoic acid

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

N1-(Boc-Lys-Boc)-N6-[{6-(Boc-Lys-Boc)amido}hexyl]hexane-1,6-diamine

N1-(Boc-Lys-Boc)-N6-[{6-(Boc-Lys-Boc)amido}hexyl]hexane-1,6-diamine

Conditions
ConditionsYield
Stage #1: 2,6-bis-tert-butoxycarbonylamino-hexanoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0℃;
Stage #2: 1,8,15-triazapentadecane In dichloromethane; N,N-dimethyl-formamide for 48h;
60%
1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)(cyclopropylmethyl)carbamate

tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)(cyclopropylmethyl)carbamate

C27H53N5O4

C27H53N5O4

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol; acetonitrile at 50℃; for 5h;57%
C27H33NO5S
1135274-06-4

C27H33NO5S

1,8,15-triazapentadecane
143-23-7

1,8,15-triazapentadecane

C69H101N3O12S3
1135274-08-6

C69H101N3O12S3

Conditions
ConditionsYield
In isopropyl alcohol for 16h; Heating / reflux;52%

Bis(hexamethylene)triamine Specification

The Bis(hexamethylene)triamine is an organic compound with the formula C12H29N3. The systematic name of this chemical is N-(6-aminohexyl)hexane-1,6-diamine. With the CAS registry number 143-23-7, it is also named as 1,6-Hexanediamine, N- (6-aminohexyl)-.

Physical properties about Bis(hexamethylene)triamine are: (1)ACD/LogP: 0.98; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.12; (4)ACD/LogD (pH 7.4): -4.11; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 14; (12)Polar Surface Area: 9.72 Å2; (13)Index of Refraction: 1.474; (14)Molar Refractivity: 68.3 cm3; (15)Molar Volume: 242.7 cm3; (16)Polarizability: 27.07×10-24cm3; (17)Surface Tension: 36.2 dyne/cm; (18)Density: 0.887 g/cm3; (19)Flash Point: 175.2 °C; (20)Enthalpy of Vaporization: 57.56 kJ/mol; (21)Boiling Point: 332.8 °C at 760 mmHg; (22)Vapour Pressure: 0.000143 mmHg at 25°C.

Uses of Bis(hexamethylene)triamine: it can be used to produce N-trityl-N'-[6-(trityl-amino)-hexyl]-hexane-1,6-diamine. It will need reagent Et3N and solvent CHCl3. The yield is about 75%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical can cause burns. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: NCCCCCCNCCCCCCN
(2)InChI: InChI=1/C12H29N3/c13-9-5-1-3-7-11-15-12-8-4-2-6-10-14/h15H,1-14H2
(3)InChIKey: MRNZSTMRDWRNNR-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C12H29N3/c13-9-5-1-3-7-11-15-12-8-4-2-6-10-14/h15H,1-14H2
(5)Std. InChIKey: MRNZSTMRDWRNNR-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LDLo skin 200mg/kg (200mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

LUNGS, THORAX, OR RESPIRATION: PULMONARY EMBOLI

LIVER: OTHER CHANGES
National Technical Information Service. Vol. OTS0534833,
rat LD50 oral 450mg/kg (450mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

LUNGS, THORAX, OR RESPIRATION: PULMONARY EMBOLI

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0534833,

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