4430-51-7

Basic information

• Product Name: 1,4-BUTANE DIISOTHIOCYANATE
• Synonyms: 1,4-Diisothiocyanatobutane;1,4-BUTANE DIISOTHIOCYANATE;(1,4-Butanediyl) diisocyanate;1,4-Butanediyl bisisocyanate;1,4-Butanediyl diisocyanate;1,4-Tetramethylene diisocyanate;Butane-1,4-diyl diisocyanate;Butane-1,4-diylbis(isothiocyanate)
• CAS NO: 4430-51-7
• Molecular Formula: C₆H₈N₂S₂
• Molecular Weight: 172.27
• EINECS: -0
• Mol File: 4430-51-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 30-33°C
• Boiling Point: 170°C 11mm
• Flash Point: 170°C/11mm
• Appearance: /
• Density: 1.17
• Vapor Pressure: 0.00211mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 1757138
• CAS DataBase Reference: 1,4-BUTANE DIISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-BUTANE DIISOTHIOCYANATE(4430-51-7)
• EPA Substance Registry System: 1,4-BUTANE DIISOTHIOCYANATE(4430-51-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-34-41-22
• Safety Statements: 26-36/37/39-45-39
• RIDADR: 2928
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 4430-51-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H8N2S2/c9-5-7-3-1-2-4-8-6-10/h1-4H2

Synthetic route

carbon disulfide (75-15-0) + 1,4-diaminobutane (110-60-1) → 1,4-butanediisothiocyanate (4430-51-7)

Conditions	Yield
With sodium hydroxide Behandeln der Reaktionsloesung mit Chlorokohlensaeure-aethylester und Behandeln des Reaktionsprodukts mit wss. Kalilauge.;
With ethanol; iodine; sodium

potassium thioacyanate (333-20-0) + 1,4-dichlorobutane (110-56-5) → 1,4-butanediisothiocyanate (4430-51-7)

Conditions	Yield
In N,N-dimethyl-formamide Heating;

C12H20N2O4S4 → 1,4-butanediisothiocyanate (4430-51-7)

Conditions	Yield
With hydrogenchloride In chloroform for 0.25h; Ambient temperature; Yield given;

1.4-diamino-butane dihydrochloride + CSCl2 → 1,4-butanediisothiocyanate (4430-51-7)

Conditions	Yield
With water; calcium carbonate; benzene

1,4-butanediisothiocyanate (4430-51-7) + 2-(2-Aminoethoxy)ethanol (929-06-6) → 1-[2-(2-hydroxy-ethoxy)-ethyl]-3-(4-{3-[2-(2-hydroxy-ethoxy)-ethyl]-thioureido}-butyl)-thiourea

Conditions	Yield
In 1,4-dioxane Ambient temperature;	95%

1-Amino-1-deoxy-D-glucitol (488-43-7) + 1,4-butanediisothiocyanate (4430-51-7) → 1,4-bis<1-<3-(1-deoxy-D-glucit-1-yl)>thioureido>butane

Conditions	Yield
In 1,4-dioxane; water for 96h; Ambient temperature;	93%

1,4-butanediisothiocyanate (4430-51-7) + Tetrahydropapaverine (13074-31-2) → N,N'-[1,4-butane-{diyl-bis-(iminothiocarbonyl)}-bis-{1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline}]

Conditions	Yield
In acetonitrile at 20℃;	83%

N-acetylcystein (616-91-1) + 1,4-butanediisothiocyanate (4430-51-7) → 1,4-bis[(N-acetyl-L-cystein-S-yl)thiocarbamoyl]butane

Conditions	Yield
With sodium hydrogencarbonate In water; isopropyl alcohol at 20℃;	60%

1,4-butanediisothiocyanate (4430-51-7) + (1R,2R)-(+)-N,N'-dimethyl-1,2-diphenyl-ethylenediamine (118628-68-5) → polymer 12

Conditions	Yield
In dichloromethane for 12h; Polymerization;	45%

triiron dodecarbonyl (17685-52-8) + 1,4-Butanedithiol (1191-08-8) + 1,4-butanediisothiocyanate (4430-51-7) + triethylamine (121-44-8) → [Fe2(CO)6]2[μ-S=CNH(CH2)4NHC=S-μ](μ-S(CH2)4S-μ)

Conditions	Yield
In tetrahydrofuran byproducts: CO; under N2; mixt. of Fe3(CO)12 (2 equiv.), THF, HS(CH2)4SH (1 equiv.) and Et3N (2 equiv.) stirred at room temp. for 45 min; SCN(CH2)4NCS (1 equiv.) added; stirred at room temp. for 12 h; solvent removed under reduced pressure; subjected to TLC (acetone-petroleum ether); isolated from main red band; elem. anal.;	17%

triiron dodecarbonyl (17685-52-8) + 1,4-butanediisothiocyanate (4430-51-7) + 3,6-dioxa-1,8-octandithiol (14970-87-7) + triethylamine (121-44-8) → [Fe2(CO)6]2[μ-S=CNH(CH2)4NHC=S-μ](μ-SCH2(CH2OCH2)2CH2S-μ)

Conditions	Yield
In tetrahydrofuran byproducts: CO; under N2; mixt. of Fe3(CO)12 (2 equiv.), THF, HSCH2(CH2OCH2)2CH2SH (1 equiv.) and Et3N (2 equiv.) stirred at room temp. for 45 min; SCN(CH2)4NCS(1 equiv.) added; stirred at room temp. for 12 h; solvent removed under reduced pressure; subjected to TLC (acetone-petroleum ether); isolated from main red band; elem. anal.;	13%

ethyleneimine (151-56-4) + 1,4-butanediisothiocyanate (4430-51-7) + acetone (67-64-1) → N,N'-bis-(aziridine-1-thiocarbonyl)-butanediyldiamine (122240-00-0)

hexamethylene imine (111-49-9) + 1,4-butanediisothiocyanate (4430-51-7) → N,N'-bis-(hexahydro-azepine-1-thiocarbonyl)-butanediyldiamine

Conditions	Yield
With acetone

1,4-butanediisothiocyanate (4430-51-7) → 4,4'-butanediyl-bis thiosemicarbazide (56473-14-4)

Conditions	Yield
With hydrazine hydrate
With hydrazine In chloroform

1,4-butanediisothiocyanate (4430-51-7) + Methyl thioglycolate (2365-48-2) → (4-Methoxycarbonylmethylsulfanylthiocarbonylamino-butylthiocarbamoylsulfanyl)-acetic acid methyl ester

1,4-butanediisothiocyanate (4430-51-7) + ammonia (7664-41-7) → tetramethylene-bis-thiourea

Conditions	Yield
analog verlaeuft die Umsetzung mit Methylamin und Anilin;

1,4-butanediisothiocyanate (4430-51-7) + C16H36CuN8O(2+)*2ClO4(1-) → C22H44CuN10OS2(2+) (1441273-04-6)

Conditions	Yield
With triethylamine In N,N-dimethyl acetamide at 60℃; for 24h;

1,4-butanediisothiocyanate (4430-51-7) + C14H34MgN8(2+)*2CF3O3S(1-) → C26H50MgN12S4(2+) (1441273-07-9)

Conditions	Yield
With triethylamine In N,N-dimethyl acetamide at 60℃;

1,4-butanediisothiocyanate (4430-51-7) + 6-amino-5-(3-amino-5-(tert-butylcarbamoyl)phenyl)-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide (1620064-14-3) → C33H35FN6O3S2 (1620064-10-9)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;

Upstream product

• 333-20-0 potassium thioacyanate 
• 110-56-5 1,4-dichlorobutane 
• 75-15-0 carbon disulfide 
• 110-60-1 1,4-diaminobutane 

Downstream Products

• 52420-79-8 N,N'-bis(phenylaminothiocarbonyl)-1,4-diaminobutane 

Relevant articles and documents

ISOTHIOCYANATE COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF

Provided herein are compositions of matter and pharmaceutical compositions thereof, for use in inhibiting the growth of various microbial pathogens, including bacteria, fungi, protozoa, and viral pathogens. Also provided herein are methods of treating microbial diseases/infections and cancer with the compositions. The compositions are additionally useful in wood preservation and food preservation by inhibition of microbial growth.

Synthesis and biological evaluation of ureido and thioureido derivatives of 2-amino-2-deoxy-D-glucose and related aminoalcohols as N-acetyl-β-D-hexosaminidase inhibitors

Ureido and thioureido derivatives of 2-acetamido-2-deoxy-β-D-glucose, 1-amino-1-deoxy-D-glucitol and 2-(2-aminoethoxy)ethanol were prepared as N-acetyl-β-D-hexosaminidase (NAHase) inhibitors and were evaluated on Trichomonas vaginalis NAHase. Although none showed complete inhibition of the enzyme at 100 μM, 1-amino-1-deoxy-D-glucitol derivatives acted as competitive inhibitors of the NAHase of T. vaginalis. Copyright (C) 1998 Elsevier Science Ltd.