21100-03-8

Usage

Uses

Used in Corrosion Inhibition:
4-aminobutane-1-thiol is used as a corrosion inhibitor for its ability to protect metal surfaces from degradation, making it valuable in industries where metal components are exposed to corrosive environments.
Used in Organic Synthesis:
As a building block, 4-aminobutane-1-thiol is used in the synthesis of various organic compounds, contributing to the creation of a wide range of chemical products due to its functional groups.
Used in Biochemical Research:
4-aminobutane-1-thiol serves as a reagent in biochemical research, facilitating experiments and the development of new biochemical techniques or understanding of biological processes.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-aminobutane-1-thiol is utilized in the production of various drugs, leveraging its chemical properties to contribute to medicinal formulations.
Used as a Precursor in Polymer and Material Synthesis:
4-aminobutane-1-thiol is used as a precursor in the synthesis of polymers and materials, where its reactive thiol group is key in forming polymer chains or composite materials with specific properties.

Synthetic route

S-(4-(1,3-dioxoisoindolin-2-yl)butyl) ethanethioate (396073-46-4) → 3-thiomethylpropylamine (21100-03-8)

Conditions	Yield
With hydrazine hydrate In ethanol Reflux;	35%

2-(4-bromobutyl)isoindoline-1,3-dione (5394-18-3) → 3-thiomethylpropylamine (21100-03-8)

Conditions	Yield
With methanol; sodium hydrogensulfide Erwaermen des Reaktionsprodukts mit Hydrazin-hydrat in Aethanol;

S-(4-aminobutyl)isothiourea (104926-39-8) → 3-thiomethylpropylamine (21100-03-8)

Conditions	Yield
With sodium hydroxide

dithiocarbonic acid O-ethyl ester-S-(4-phthalimido-butyl ester) (92647-21-7) → 3-thiomethylpropylamine (21100-03-8)

Conditions	Yield
With hydrazine hydrate; acetonitrile
With hydrogenchloride; acetic acid

S-(4-aminobutyl)isothiourea (104926-39-8) + water (7732-18-5) → 3-thiomethylpropylamine (21100-03-8) + N-<4-carbamimidoylmercapto-butyl>-guanidine + <4-mercapto-butyl>-guanidine

Conditions	Yield
zeitlicher Verlauf bei pH 9.2;

3-thiomethylpropylamine (21100-03-8) → 2-(hexahydronitromethylene)-1,3-thiazepine

Conditions	Yield
	90.3%

3-thiomethylpropylamine (21100-03-8) → hexahydro-2-(nitromethylene)-1,3-thiazepine

Conditions	Yield
	84.9%

3-thiomethylpropylamine (21100-03-8) + cyclohexanone (108-94-1) → 7-thia-12-aza-spiro[5.6]dodecane (181-27-1)

3-thiomethylpropylamine (21100-03-8) + acetone (67-64-1) → 2,2-Bis-(4-amino-butylmercapto)-propan

Conditions	Yield
In diethyl ether

3-thiomethylpropylamine (21100-03-8) + 4-(bromomethyl)-9-chloroacridine (15971-23-0) → 4-(9-Chloro-acridin-4-ylmethylsulfanyl)-butylamine

Conditions	Yield
With sodium hydroxide 1.) CH3OH, 2.) CHCl3, 3 h; Multistep reaction;

3-thiomethylpropylamine (21100-03-8) → ,4'-disulfanediyldibutan-1-amine (118308-81-9)

Conditions	Yield
With tris(1,10-phenanthroline)iron(III); oxygen In water at 20 - 22℃; Rate constant;

4-chloro-3-nitrobenzonitrile (939-80-0) + 3-thiomethylpropylamine (21100-03-8) → 4-(3-methylsulfanyl-propylamino)-3-nitro-benzonitrile (554458-49-0)

Conditions	Yield
With potassium carbonate	28 g (29%)

3-thiomethylpropylamine (21100-03-8) + [α-methylene-Sar]-3-[(γ-hydroxy)-NMeLeu]-4-cyclosporin → [(S)-(4-aminobutylthio)methyl-Sar]-3-[(γ-hydroxy)-NMeLeu]-4-cyclosporin

Conditions	Yield
With lithium hydroxide In methanol at 20℃;	0.40 g

Upstream product

• 104926-39-8 S-(4-aminobutyl)isothiourea 
• 92647-21-7 dithiocarbonic acid O-ethyl ester-S-(4-phthalimido-butyl ester) 
• 7732-18-5 water 
• 396073-46-4 S-(4-(1,3-dioxoisoindolin-2-yl)butyl) ethanethioate 
• 5394-18-3 2-(4-bromobutyl)isoindoline-1,3-dione 

Downstream Products

• 554458-49-0 4-(3-methylsulfanyl-propylamino)-3-nitro-benzonitrile 

Relevant academic research and scientific papers

Integrating amino groups within conjugated microporous polymers by versatile thiol-yne coupling for light-driven hydrogen evolution

Conjugated microporous polymers (CMPs) are emerging as promising catalysts for photocatalytic hydrogen evolution, but hydrophobic surfaces and less active site exposure severely limit their efficiency. Herein, we contribute an effective and versatile strategy to functionalize CMPs with abundant amino groups via the radical thiol-yne reaction. As a result, the modified CMPs retain their light absorption ability and morphology, and the better water compatibility along with increased active site exposure may accelerate subsequent proton reduction under visible light irradiation (λ > 420 nm). The hydrogen evolution rate (HER) and apparent quantum yield (AQY) at 420 nm of modified CMPs were increased up to 27.2 times and 47.1 times in comparison to those of original CMPs. Photocatalytic H2 evolution activity evaluation of BBT-SC2CH3, BBT-SC2N(CH3)2 and SC2NHAc in which amino groups were replaced with methyl, dimethyl amino or N-acetyl groups revealed the crucial role of nitrogen, and the aliphatic chain length between sulfur and nitrogen also proved important. Therefore, this protocol provides good opportunities for designing advanced CMPs and expands their application as photocatalysts for energy conversion.