7204-46-8

Usage

Uses

Used in Chemical Industry:
N,N-Diethylthiourea is used as a catalyst to facilitate various chemical reactions, enhancing the efficiency and speed of processes in the industry.
Used in Pharmaceutical Synthesis:
In the pharmaceutical sector, N,N-Diethylthiourea serves as an intermediate in the synthesis of various drugs, contributing to the development of new medicinal compounds.
Used in Agrochemical Synthesis:
Similarly, in agrochemicals, N,N-Diethylthiourea is utilized as an intermediate, playing a role in the creation of substances that protect crops and enhance agricultural productivity.
Used in Antioxidant Applications:
N,N-Diethylthiourea has been studied for its potential as an antioxidant, which may have implications for protecting against oxidative stress in various chemical and biological systems.
Used in Metal Chelation:
As a metal chelator, N,N-Diethylthiourea is used to bind with metal ions, which can be important in various applications, including the treatment of metal poisoning or the stabilization of metal-containing compounds.
Environmental Considerations:
Given its status as an environmental pollutant, the use of N,N-Diethylthiourea must be carefully regulated to minimize ecological impact, ensuring sustainable practices in its application across industries.

InChI:InChI=1/C5H12N2S/c1-3-7(4-2)5(6)8/h3-4H2,1-2H3,(H2,6,8)

Synthetic route

N,N-Diethyl-1H-benzotriazole-1-carboximidamide (351425-47-3) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
With hydrogen sulfide In tetrahydrofuran at 20℃; for 1h;	92%

N,N-diethyl-N'-benzoyl-thiourea (58328-36-2) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
With hydrazine at 25℃; for 0.166667h;	89%
With water

sodium thiocyanate + chloroformic acid ethyl ester (541-41-3) + diethylamine (109-89-7) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
Stage #1: sodium thiocyanate; chloroformic acid ethyl ester With pyridine In acetonitrile at 5 - 20℃; Inert atmosphere; Stage #2: diethylamine In acetonitrile at 5 - 20℃; Inert atmosphere; Stage #3: With hydrazine hydrate In water at 50℃; for 4h; Inert atmosphere;	66%

ammonium thiocyanate (1147550-11-5) + diethylamine (109-89-7) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
In water at 80 - 90℃;	61%

C5H11ClN2*ClH → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
With LiAlHSH In tetrahydrofuran at 0℃; for 3h;	55%

diethylamine (109-89-7) + Benzoyl isothiocyanate (532-55-8) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
With hydrazine hydrate In 1,2-dichloro-ethane at 20℃; for 6h;	54%

Diethylcyanamide (617-83-4) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
With pyridine; hydrogen sulfide; triethylamine
With hydrogen sulfide; ammonia
With O,O-Diethyl hydrogen phosphorodithioate In diethyl ether

diethylammonium thiocyanate (3487-55-6) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
at 105℃; Geschwindigkeit der Isomerisierung;

N,N-Diethyl-N'-tert.-butyl-thioharnstoff (14327-03-8) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
With hydrogenchloride Heating;

triphenylphosphine thiocyanogen (66365-41-1) + diethylamine (109-89-7) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
(i) MeCN, CH2Cl2, (ii) H2O; Multistep reaction;
In dichloromethane; acetonitrile

potassium thioacyanate (333-20-0) + diethylamine (109-89-7) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
(i) ClCO2Et, acetone, (ii) /BRN= 605268/, (iii) aq. HCl; Multistep reaction;

C8H16N2O2S (132625-72-0) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
With hydrogenchloride at 80℃; for 8h; Yield given;

pivaloyl chloride (3282-30-2) + diethylamine (109-89-7) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
With sodium hydroxide In hydrogenchloride; acetone

ammonium thiocyanate + diethylamine (109-89-7) → 1,1-diethylthiourea (7204-46-8)

Conditions	Yield
In water at 80 - 90℃;

1,1-diethylthiourea (7204-46-8) + 1-chloroacetophenone (532-27-4) → 2-diethylamino-4-phenylthiazole (75654-98-7)

Conditions	Yield
In isopropyl alcohol for 1h; Heating; Reflux;	97%

1,1-diethylthiourea (7204-46-8) + chloroacetonitrile (107-14-2) → Diethyl-(4-imino-4,5-dihydro-thiazol-2-yl)-amine; hydrochloride

Conditions	Yield
In ethanol for 1h; Heating;	92%

(E)-2-Nonenal (18829-56-6) + 1,1-diethylthiourea (7204-46-8) + 4-methyl-N-(tosyloxy)benzenesulfonamide (104504-02-1) → (R)-N-(1-(2-(diethylamino)thiazol-5-yl)heptyl)-4-methylbenzenesulfonamide (1353053-43-6)

Conditions	Yield
Stage #1: (E)-2-Nonenal; 4-methyl-N-(tosyloxy)benzenesulfonamide With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; sodium acetate In toluene at 20℃; for 24h; Stage #2: 1,1-diethylthiourea In toluene at 60℃; for 1.5h;	92%

1,1-diethylthiourea (7204-46-8) + p-Toluic acid (99-94-5) → N-(diethylcarbamothioyl)-4-methylbenzamide

Conditions	Yield
With potassium fluoride on basic alumina; N,N-dimethyl-formamide at 20 - 105℃; for 0.0666667h; Product distribution; Further Variations:; Reagents; Temperatures; heating instead of irradiation; Acylation; Irradiation;	85%
With potassium fluoride on basic alumina; N,N-dimethyl-formamide at 20 - 105℃; for 0.0666667h; Acylation; Irradiation;	85%

2,6-Pyridinedicarbonyl dichloride (3739-94-4) + 1,1-diethylthiourea (7204-46-8) → N2,N6-bis(diethylcarbamothioyl)pyridine-2,6-dicarboxamide

Conditions	Yield
With triethylamine In tetrahydrofuran at 40℃; for 1h;	78%
With triethylamine In acetone at 20 - 60℃; for 3h;	68%
With triethylamine In tetrahydrofuran at 0 - 50℃; for 2h; Inert atmosphere;	7.27 g
In N,N-dimethyl-formamide

1,1-diethylthiourea (7204-46-8) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → C8H17N3S

Conditions	Yield
In dichloromethane for 2h;	77%

1,1-diethylthiourea (7204-46-8) → Diethylcyanamide (617-83-4) + 3,5-bis(diethylamino)-1,2,4-thiadiazole

Conditions	Yield
With diethoxydisulfane In tetrachloromethane for 7h; Heating;	A 5% B 75%

1,1-diethylthiourea (7204-46-8) + α-bromoacetophenone (70-11-1) → 2-diethylamino-4-phenylthiazole (75654-98-7)

Conditions	Yield
In ethanol for 0.666667h; Heating;	75%

1,1-diethylthiourea (7204-46-8) + 1-Bromopinacolon (5469-26-1) → (4-tert-Butyl-thiazol-2-yl)-diethyl-amine (83893-94-1)

Conditions	Yield
In ethanol for 0.666667h; Heating;	65%

1,1-diethylthiourea (7204-46-8) + 2,2′-bipyridine-6,6′-dicarbonyl dichloride (65739-39-1) → 2,2′-bipyridine-6,6′-dicarbonyl bis(N,N-diethylthiourea)

Conditions	Yield
Stage #1: 1,1-diethylthiourea; 2,2′-bipyridine-6,6′-dicarbonyl dichloride With triethylamine In tetrahydrofuran at 20℃; for 1h; Stage #2: With triethylamine In tetrahydrofuran at 50℃; for 0.75h;	65%

3-(2-bromoacetyl)-4-hydroxy-2H-chromen-2-one (24238-62-8) + 1,1-diethylthiourea (7204-46-8) → 3-(2-diethylamino-thiazol-4-yl)-4-hydroxychromen-2-one (944548-98-5)

Conditions	Yield
In ethanol Hantzsch reaction; Reflux;	63.34%
In ethanol Reflux;

1,1-diethylthiourea (7204-46-8) + chloroacetone (78-95-5) → diethyl-(4-methyl-thiazol-2-yl)-amine (164397-12-0)

Conditions	Yield
In ethanol for 0.666667h; Heating;	60%
With water

1,1-diethylthiourea (7204-46-8) + 1,3-Dichloroacetone (534-07-6) → 4-(chloromethyl)-N,N-diethylthiazol-2-amine

Conditions	Yield
In ethanol at 80℃; for 16h;	53%
In acetone

1,1-diethylthiourea (7204-46-8) + 3-bromorifamicin S (57375-25-4) → 2'-(N,N-diethylamino)rifamycin P (113102-19-5)

Conditions	Yield
In methanol for 1.5h; Ambient temperature;	49%

(E)-2-Nonenal (18829-56-6) + 1,1-diethylthiourea (7204-46-8) → (R)-1-(2-(diethylamino)thiazol-5-yl)heptan-1-ol (1353053-42-5)

Conditions	Yield
Stage #1: (E)-2-Nonenal With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; dihydrogen peroxide In water; toluene at 20℃; for 24h; Stage #2: 1,1-diethylthiourea In water; toluene at 20℃; for 3h; enantioselective reaction;	45%

Upstream product

• 617-83-4 Diethylcyanamide 
• 3487-55-6 diethylammonium thiocyanate 
• 14327-03-8 N,N-Diethyl-N'-tert.-butyl-thioharnstoff 
• 66365-41-1 triphenylphosphine-thiocyanogen 
• 109-89-7 diethylamine 
• 333-20-0 potassium thioacyanate 
• 132625-72-0 C₈H₁₆N₂O₂S 
• 351425-47-3 N,N-Diethyl-1H-benzotriazole-1-carboximidamide 
• 58328-36-2 N,N-diethyl-N'-benzoyl-thiourea 
• 3282-30-2 pivaloyl chloride 
• 1147550-11-5 ammonium thiocyanate 
• 532-55-8 Benzoyl isothiocyanate 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 52039-39-1 2-diethylamino-4-phenyl-[1,3]thiazine-6-thione 
• 105141-18-2 5,6-Bis(4-chlorphenyl)-2-diethylamino-4H-1,3-thiazin-4-on 
• 105162-52-5 2-Diethylamino-5,6-bis(4-nitrophenyl)-4H-1,3-thiazin-4-on 
• 617-83-4 Diethylcyanamide 
• 85311-26-8 N,N-diethyl-S-benzyl-isothiourea 
• 75654-98-7 2-diethylamino-4-phenylthiazole 
• 463-58-1 carbon oxide sulfide 
• 1353053-43-6 (R)-N-(1-(2-(diethylamino)thiazol-5-yl)heptyl)-4-methylbenzenesulfonamide 
• 320408-75-1 2,6-dipicolinoylbis(N,N-diethylthiourea) 
• 1046793-77-4 4-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-N,N-diethylthiazol-2-amine 
• 113102-19-5 2'-(N,N-diethylamino)rifamycin P 

Relevant academic research and scientific papers

Synthesis, characterization and biological applications of bismuth(III) complexes with aroylthiourea ligands

This work describes the synthesis, structural characterization and biological applications of three new bismuth(III) complexes with aroylthiourea-based ligands: [Bi(La)3(HLa)] (1), [Bi2(Lb)4(μ-Lb)2]?2(C3H6O) (2), and [Bi6(μ-Lc)6(μ3-NO3)2(μ6-NO3)](NO3)3?4H2O (3), where HLa = N-benzoyl(N′,N′-diethylthiourea), HLb = N-benzoyl(morpholinylthiourea), and H2Lc = N2,N6-bis(diethylcarbamothioyl)pyridine-2,6-dicarboxamide. The ligands HLa and HLb were considered as monopodal, while H2Lc as bipodal. All compounds were characterized by melting point determination, Fourier-transform infrared spectroscopy (FTIR), proton proton and carbon-13 nuclear magnetic resonance spectroscopy (NMR), mass spectrometry (MS), elemental analysis (EA) and single-crystal X-ray diffraction (SC-XRD). Structural analysis showed that compound 1 was a mononuclear heptacoordinate complex, while compound 2 presented a dinuclear structure and compound 3 was built up by a hexanuclear framework. The proligands, the new complexes, and Bi(NO3)3?5H2O had their antibacterial activities evaluated against E. coli (ATCC 25922), S. aureus (ATCC 25923), and P. aeruginosa (ATCC 27853). The in vitro disk-diffusion (DD) method showed the ability of compound 2 to inhibit two types of bacteria (P. aeruginosa and S. aureus). In the results of minimum inhibitory concentration (MIC), all complexes showed significant activity against the tested microorganisms except for compound 1. The inorganic salt used for comparison showed antibacterial activity only against P. aeruginosa and the ligands showed no apparent activity. Compound 2 presented the best antibacterial activity among the tested substances, and its performance was remarkable even when compared to other similar compounds found in the literature, attesting the importance of targeting bismuth(III) aroylthioureas for further research on new drugs development.

Compound and color filter

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