102-83-0

Basic information

• Product Name: N1,N1-Dibutylpropane-1,3-diamine
• Synonyms: RARECHEM AL BW 1134;N,N'-DI-N-BUTYL-1,3-PROPANEDIAMINE;N,N-DI-N-BUTYL-1,3-PROPANEDIAMINE;N,N-DI-N-BUTYL-1,3-PROPYLENEDIAMINE;N,N-DIBUTYLTRIMETHYLENEDIAMINE;N,N-DIBUTYL-1,3-DIAMINOPROPANE;N,N-DIBUTYL-1,3-PROPANEDIAMINE;3-(di-Normal-butylamino)-propylamine
• CAS NO: 102-83-0
• Molecular Formula: C₁₁H₂₆N₂
• Molecular Weight: 186.34
• EINECS: 203-059-2
• Product Categories: Pharmaceutical Raw Materials
• Mol File: 102-83-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: -50 °C
• Boiling Point: 205 °C(lit.)
• Flash Point: 219 °F
• Appearance: Clear colourless liquid
• Density: 0.827 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.256mmHg at 25°C
• Refractive Index: n20/D 1.4463(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 10.17±0.10(Predicted)
• Water Solubility: 10 G/L (20 ºC)
• Sensitive: Air Sensitive
• BRN: 635829
• CAS DataBase Reference: N1,N1-Dibutylpropane-1,3-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N1,N1-Dibutylpropane-1,3-diamine(102-83-0)
• EPA Substance Registry System: N1,N1-Dibutylpropane-1,3-diamine(102-83-0)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45-36
• RIDADR: UN 2922 8/PG 3
• WGK Germany: 3
• RTECS: TX7175000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 102-83-0(Hazardous Substances Data)

Usage

General Description

N1,N1-Dibutylpropane-1,3-diamine is a chemical compound with a molecular structure that includes two butyl groups (-C4H9) attached to the nitrogen atoms of a propane-1,3-diamine backbone. It is a member of the diamine class of chemicals and is often used as a chemical intermediate in organic synthesis and research. Its primary role is to serve as a building block or precursor in the creation of more complex organic molecules, polymers, or specialty chemicals.

Chemical Properties

Clear colourless liquid

InChI:InChI=1/C11H26N2/c1-3-5-9-13(10-6-4-2)11-7-8-12/h3-12H2,1-2H3/p+2

Synthetic route

2-(3-bromopropyl)isoindole-1,3-dione (5460-29-7) + dibutylamine (111-92-2) → 3-dibutylaminopropylamine (102-83-0)

Conditions	Yield
With xylene at 140 - 150℃; Kochen des erhaltenen N-<3-Dibutylamino-propyl>-phthalimids mit konz.HCl.;
(i) xylene, (ii) aq. HCl; Multistep reaction;

3-(dibutylamino)propanenitrile (25726-99-2) → 3-dibutylaminopropylamine (102-83-0)

Conditions	Yield
With ethanol; sodium
With nickel at 95℃; under 2206.5 Torr; Hydrogenation;
With ethanol; nickel at 70℃; under 2942.03 Torr; Hydrogenation;
With lithium aluminium tetrahydride; diethyl ether

N-(3-dibutylamino-propyl)-phthalimide (408353-88-8) → 3-dibutylaminopropylamine (102-83-0)

Conditions	Yield
With hydrazine

dibutylamine (111-92-2) + nickel → 3-dibutylaminopropylamine (102-83-0)

Conditions	Yield
Multi-step reaction with 2 steps 2: N2H4 View Scheme

dibutylamine (111-92-2) → 3-dibutylaminopropylamine (102-83-0)

Conditions	Yield
Multi-step reaction with 2 steps 2: Raney nickel; ethanol / 70 °C / 2942.03 Torr / Hydrogenation View Scheme
Multi-step reaction with 2 steps 2: Raney nickel / 95 °C / 2206.5 Torr / Hydrogenation View Scheme

D-glucose (50-99-7) + 3-dibutylaminopropylamine (102-83-0) → C17H36N2O5

Conditions	Yield
In methanol; water at 65℃; for 0.166667h; Schiff Reaction; Inert atmosphere;	100%
In neat (no solvent) at 25℃; for 24h; Kinetics; Solvent;

3-[8-(2,6-difluorophenyl)-2-(methylsulfinyl)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl]-4-methyl-N-(1-methylethyl)benzamide (911693-62-4) + 3-dibutylaminopropylamine (102-83-0) → 3-[2-{[3-(dibutylamino)propyl]amino}-8-(2,6-difluorophenyl)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl]-4-methyl-N-(1-methylethyl)benzamide

Conditions	Yield
In tetrahydrofuran at 20℃;	96%
In tetrahydrofuran at 20℃;	96%

N-Methylisatoic anhydride (10328-92-4) + 3-dibutylaminopropylamine (102-83-0) → N-Methyl-N'-(3-dibutylaminopropyl)anthranilic amide (158091-49-7)

Conditions	Yield
In 1,4-dioxane at 70℃; for 8h;	94.5%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 3-dibutylaminopropylamine (102-83-0) + N-acetyl-p-phenylenediamine (122-80-5) → 4-(4,6-di(3-(dibutylamino)propylamino)-1,3,5-triazin-2-ylamino)phenylamine

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; N-acetyl-p-phenylenediamine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 45℃; for 1h; Stage #2: 3-dibutylaminopropylamine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 3h; Reflux; Stage #3: With hydrogenchloride; methanol; water for 2.5h; Reflux;	90%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 3-dibutylaminopropylamine (102-83-0) + N-acetyl-p-phenylenediamine (122-80-5) → 4-(4-hydroxy-6-(3-(dibutylamino)propylamino)-1,3,5-triazin-2-ylamino)phenylamine

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; N-acetyl-p-phenylenediamine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 45℃; for 1h; Stage #2: 3-dibutylaminopropylamine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 3h; Reflux; Stage #3: With hydrogenchloride; methanol; water for 2.5h; Reflux;	90%

formaldehyd (50-00-0) + 3-dibutylaminopropylamine (102-83-0) + 2-hydroxyethanethiol (60-24-2) → N,N-dibuthyl-3-(1,5,3-oxathiazepan-3-yl)propan-1-amine

Conditions	Yield
With samarium(III) nitrate hexahydrate In chloroform at 20℃; for 20h;	85%

cholic acid (81-25-4) + 3-dibutylaminopropylamine (102-83-0) → N-[3-(dibutylamino)propyl]cholanamide

Conditions	Yield
Stage #1: cholic acid With triethylamine In tetrahydrofuran for 0.166667h; Cooling; Stage #2: With chloroformic acid ethyl ester In tetrahydrofuran at 20℃; for 2.16667h; Cooling; Stage #3: 3-dibutylaminopropylamine In tetrahydrofuran for 3h;	84%

3-[8-(2,6-difluorophenyl)-2-(methylsulfinyl)-7-oxo-5,6,7,8-tetrahvdropyrimido[4,5-d]pyrimidin-4-yl]-4-methyl-N-propylbenzamide (911693-58-8) + 3-dibutylaminopropylamine (102-83-0) → 3-[2-{[3-(dibutylamino)propyl]amino}-8-(2,6-difluorophenyl)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl]-4-methyl-N-propylbenzamide

Conditions	Yield
In dichloromethane at 20℃;	83%
In dichloromethane at 20℃;	83%

ethyl (3-ethyl-4-methyl-2-oxo-2H-1-benzopyran-7-yloxy)acetate (116373-43-4) + 3-dibutylaminopropylamine (102-83-0) → N-(3-(dibutylamino)propyl)-2-((3-ethyl-4-methyl-2-oxo-2H-chromen-7-yl)oxy)acetamide

Conditions	Yield
In butan-1-ol at 20℃; for 48h;	83%

6-iodo-2-phenyl-4Hbenzo[d][1,3]oxazin-4-one (72875-83-3) + 3-dibutylaminopropylamine (102-83-0) → 3-(3-dibutylamino-propyl)-6-iodo-2-phenyl-3H-quinazolin-4-one

Conditions	Yield
In ethanol for 2h; Heating;	82%

benzo[b]thiophene-3-carbonyl azide (78676-35-4) + 3-dibutylaminopropylamine (102-83-0) → 1-Benzo[b]thiophen-3-yl-3-(3-dibutylamino-propyl)-urea; hydrochloride

Conditions	Yield
In benzene Heating;	80%

1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1) + 3-dibutylaminopropylamine (102-83-0) → N,N'-bis(3-N,N-dibutylaminopropyl)naphthalene-1,8:4,5-bis(dicarboxamide) (3436-57-5)

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 0.166667h; Microwave irradiation;	80%
In toluene for 3h; Substitution; Heating;	76%

3-dibutylaminopropylamine (102-83-0) + 4-butylamino-3-ethoxycyclobut-3-ene-1,2-dione (163421-03-2) → 3-(butylamino)-4-((3-(dibutylamino)propyl)amino)cyclobut-3-ene-1,2-dione (1541171-05-4)

Conditions	Yield
In ethanol at 20℃; for 12h; Inert atmosphere;	80%

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) + 3-dibutylaminopropylamine (102-83-0) → C46H56N4O4

Conditions	Yield
With 1H-imidazole; zinc diacetate at 160℃; for 4h; Inert atmosphere;	80%

ethyl 2-(4-methyl-2-oxo-2-coumarin-7-yloxy)acetate (5614-82-4) + 3-dibutylaminopropylamine (102-83-0) → N-(3-(dibutylamino)propyl)-2-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)acetamide

Conditions	Yield
In butan-1-ol at 20℃; for 48h;	79%

6-bromo-2-phenyl-4H-benzo[2,3-d]-1,3-oxazin-4-one (66387-70-0) + 3-dibutylaminopropylamine (102-83-0) → 6-bromo-3-(3-dibutylamino-propyl)-2-phenyl-3H-quinazolin-4-one

Conditions	Yield
In ethanol for 2h; Heating;	75%

2-chloro-5-(5-nitrofuran-2-yl)-1,3,4-thiadiazole (4015-11-6) + 3-dibutylaminopropylamine (102-83-0) → N-(3-(dibutylamino)propyl)-5-(5-nitrofuran-2-yl)-1,3,4-thiadiazol-2-amine (1447727-71-0)

Conditions	Yield
In ethanol Reflux;	73%

2,3-Dichloro-1,4-naphthoquinone (117-80-6) + 3-dibutylaminopropylamine (102-83-0) → 2-chloro-3-(3-(dibutylamino)propylamino)-1,4-naphthoquinone

Conditions	Yield
With triethylamine In diethyl ether at 20℃; for 24h;	72%

sofalcone (64506-49-6) + 3-dibutylaminopropylamine (102-83-0) → (E)-N-(3-(dibutylamino)propyl)-2-(5-((3-methylbut-2-en-1-yl)oxy)-2-(3-(4-((3-methylbut-2-en-1-yl)oxy)phenyl)acryloyl)phenoxy)acetamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 24h;	71%

3-dibutylaminopropylamine (102-83-0) + 3,4-dichlorobenzaldehyde (6287-38-3) → N,N-dibutyl-N’-(3,4-dichlorobenzyl)propane-1,3-diamine

Conditions	Yield
Stage #1: 3-dibutylaminopropylamine; 3,4-dichlorobenzaldehyde In methanol at 20℃; for 1h; Stage #2: With methanol; sodium tetrahydroborate for 1h;	70.4%

3-dibutylaminopropylamine (102-83-0) + camphoric anhydride (595-29-9) → (1R,5S)-3-[3-(dibutylamino)propyl]-1,8,8-trimethyl-3-azabicyclo[3.2.1]octane-2,4-dione (116597-91-2)

Conditions	Yield
In ethanol Reflux;	70%
at 180℃;

formaldehyd (50-00-0) + 3-dibutylaminopropylamine (102-83-0) → 1-Di-n-butylamino-3-dimethylamino-propan (62478-76-6)

Conditions	Yield
With formic acid In water at 80℃; for 24h;	66.1%

3-[8-(2,6-difluorophenyl)-2-(methylsulfinyl)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl]-N-(4-fluorophenyl)-4-methylbenzamide (911693-45-3) + 3-dibutylaminopropylamine (102-83-0) → 3-[2-{[3-(dibutylamino)propyl]amino}-8-(2,6-difluorophenyl)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl]-N-(4-fluorophenyl)-4-methylbenzamide

Conditions	Yield
In tetrahydrofuran at 20℃;	66%
In tetrahydrofuran at 20℃;	66%

10-Chloro-6-methyl-5H-pyrido<3',4':4,5>pyrrolo<2,3-g>isoquinoline (69022-46-4) + 3-dibutylaminopropylamine (102-83-0) → N,N-Dibutyl-N'-(6-methyl-5H-pyrido[3',4':4,5]pyrrolo[2,3-g]isoquinolin-10-yl)-propane-1,3-diamine (83948-04-3)

Conditions	Yield
at 160℃; for 5h;	53%

3-dibutylaminopropylamine (102-83-0) + 5-imino-7-(methylthio)-1,3,6-triphenyl-5,6-dihydropyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dithione → 7-{[3-(dibutylamino)propyl]amino}-5-imino-1,3,6-triphenyl-5,6-dihydropyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dithione

Conditions	Yield
In N,N-dimethyl-formamide at 20 - 60℃;	50%

formaldehyd (50-00-0) + 3-dibutylaminopropylamine (102-83-0) + C63H53Cl2N7O20 → C75H79Cl2N9O20

Conditions	Yield
In water; acetonitrile at 20℃; for 18h; aminomethylation; Mannich reaction;	48%

5'-[(cyclopropylamino)carbonyl]-4-{[(2,2-dimethylpropyl)amino]carbonyl}-3'-fluoro-2'-methyl-2-biphenylcarboxylic acid (913002-68-3) + 3-dibutylaminopropylamine (102-83-0) → N3'-cyclopropyl-N2-[3-(dibutylamino)propyl]-N4-(2,2-dimethylpropyl)-5'-fluoro-6'-methyl-2,3',4-biphenyltricarboxamide

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	48%

7-chloro-6-(2-chloroethyl)-5-methyl-1,2,4-triazolo<1,5-a>pyrimidine (62053-05-8) + 3-dibutylaminopropylamine (102-83-0) → Dibutyl-[3-(5-methyl-6,7-dihydro-pyrrolo[3,2-e][1,2,4]triazolo[1,5-a]pyrimidin-8-yl)-propyl]-amine (74258-31-4)

Conditions	Yield
With triethylamine In ethanol for 2h; Heating;	47%

1,4-Dihydroxynaphthalene (571-60-8) + 3-dibutylaminopropylamine (102-83-0) → 2-{[3-(dibutylamino)propyl]amino}naphthalene-1,4-dione (38528-41-5)

Conditions	Yield
With cerium(III) chloride heptahydrate; triethylamine In ethanol at 20℃; for 6h;	38%
With cerium(III) chloride heptahydrate; triethylamine In ethanol at 20℃; for 4h;

3-dibutylaminopropylamine (102-83-0) + [1,4]naphthoquinone (130-15-4) → 2-{[3-(dibutylamino)propyl]amino}naphthalene-1,4-dione (38528-41-5)

Conditions	Yield
In ethanol; dichloromethane at 20℃;	36.1%

Upstream product

• 111-92-2 dibutylamine 
• 408353-88-8 N-(3-dibutylamino-propyl)-phthalimide 
• 25726-99-2 3-(dibutylamino)propanenitrile 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 

Downstream Products

• 77837-47-9 sulfanilic acid-(3-dibutylamino-propylamide) 
• 1091629-06-9 C₂₆H₄₅N₇O₂ 
• 1091629-21-8 C₃₀H₅₃N₇ 
• 1091629-22-9 C₃₃H₅₃N₇O 
• 1091629-13-8 C₂₇H₄₇N₇O₂ 
• 1091629-07-0 C₂₆H₅₁N₇O₂ 
• 1091629-11-6 C₂₇H₄₇N₇O₂ 
• 1091629-08-1 C₂₆H₄₄ClN₇O₂ 
• 1018478-87-9 C₃₁H₅₅N₇ 

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