1,3-Thiazolan-2-one supplier

Name
1,3-THIAZOLIDIN-2-ONE
EINECS 1312995-182-4
CAS No. 2682-49-7
Article Data27
CAS DataBase
Density 1.278 g/cm³
Solubility
Melting Point 53-54 °C
Formula C₃H₅NOS
Boiling Point 247.6 °C at 760 mmHg
Molecular Weight 103.145
Flash Point 103.5 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Oxothiazolidine;NSC 122613;Thiazolidin-2-one;Thiazolidone;2-Thiazolidinone HOMT;1,3-Thiazolan-2-one;
PSA 54.40000
LogP 0.77160

Synthetic route

: 201230-82-2
carbon monoxide

: 60-23-1
Cysteamine

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With selenium; oxygen; acetonitrile	98%
Stage #1: carbon monoxide; Cysteamine With potassium carbonate; sulfur In N,N-dimethyl-formamide at 20℃; under 760 Torr; for 4h; Stage #2: With oxygen In N,N-dimethyl-formamide at 20℃; under 760 Torr; for 2h;	87%

: 156-57-0
2-mercaptoethylamine hydrochloride

: 57-13-6
urea

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
at 180℃; for 3h; Temperature; Time; Concentration;	85%

: 463-58-1
carbon oxide sulfide

: 2576-47-8
2-bromoethylamine hydrobromide

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 20℃; for 1h;	80%

: 3582-05-6
trifluoromethyl trifluoromethanesulfonate

: 60-23-1
Cysteamine

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 1h; Sealed tube;	78%

: 156-57-0
2-mercaptoethylamine hydrochloride

: 530-62-1
1,1'-carbonyldiimidazole

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
Stage #1: 2-mercaptoethylamine hydrochloride; 1,1'-carbonyldiimidazole With 18-crown-6 ether; potassium carbonate In acetonitrile for 18h; Heating; Stage #2: With water In acetonitrile for 4h; Heating; Further stages.;	68%
In ethanol for 15h; Ambient temperature;	63%
Stage #1: 2-mercaptoethylamine hydrochloride; 1,1'-carbonyldiimidazole With potassium carbonate; 18-crown-6 ether In acetonitrile at 80℃; for 19h; Heating / reflux; Stage #2: With sodium carbonate In water for 1h; Heating / reflux;	42%

: 134469-06-0
thiazolidine-2-thione

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With sodium; 2-bromoethanol In ethanol for 4h; Inert atmosphere; Reflux;	56%
With sodium ethanolate; 2-bromoethanol In ethanol at 60℃; for 4h;

: 134469-06-0
thiazolidine-2-thione

: 540-51-2
2-bromoethanol

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 4h; Inert atmosphere; Reflux;	56%

: 88512-18-9
(2-mercapto-ethyl)-carbamic acid ethyl ester

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With hydrotalcite; magnesium aluminum In toluene for 5h; Heating;	50%

: dithiocarbonic acid S-(2-amino-ethyl ester)-S'-methyl ester; hydrochloride

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With sodium hydroxide

: 113511-38-9
S-(2-aminoethyl)-S’-benzyldithiocarbonate hydrochloride

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With sodium hydroxide

: 3732-51-2
(4,5-dihydro-thiazol-2-yl)-nitroso-amine

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With butan-1-ol

: 75-44-5
phosgene

: 60-23-1
Cysteamine

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With toluene

: 113511-38-9
S-(2-aminoethyl)-S’-benzyldithiocarbonate hydrochloride

aq.-ethanolic NaOH: aq.-ethanolic NaOH

: 2682-49-7
thiazolidine-2-one

: 60-23-1
Cysteamine

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With selenium; CO; oxygen In tetrahydrofuran

CH2/TFA: CH2/TFA

: 56-40-6
glycine

: 2682-49-7
thiazolidine-2-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In diethyl ether; benzene

: 2682-49-7
thiazolidine-2-one

: 96-32-2
bromoacetic acid methyl ester

: methyl 2-(2-oxothiazolidin-3-yl)acetate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 2.5h; Reflux;	100%

: 2682-49-7
thiazolidine-2-one

: 7440-02-0
nickel

: 28872-21-1, 158907-11-0
Ni(C3NS2H4)2

Conditions

Conditions	Yield
In acetonitrile byproducts: H2; Electrochem. Process; electrolyse of a soln. of the ligand in acetonitrile (NH4BF4) with a Nianode at room temp. under N2; filtered, washed with acetonitrile, dried in vac.; elem. anal.;	99%

: 2682-49-7
thiazolidine-2-one

: tetradeca-2,3-dienoic acid ethyl ester

: C19H33NO3S

Conditions

Conditions	Yield
With C29H30F6NOPS In 1,2-dichloro-ethane at 20℃; stereoselective reaction;	99%

: 2682-49-7
thiazolidine-2-one

: 131431-64-6, 113644-17-0
ethyl hexa-2,3-dienoate

: C11H17NO3S

Conditions

Conditions	Yield
With C29H30F6NOPS In 1,2-dichloro-ethane at 20℃; stereoselective reaction;	98%

: 2682-49-7
thiazolidine-2-one

: 484-11-7
2.9-dimethyl-1,10-phenanthroline

: 7440-02-0
nickel

: Ni(C3NS2H4)2(C12N2H6(CH3)2)

Conditions

Conditions	Yield
In acetonitrile byproducts: H2; Electrochem. Process; electrolyse of a soln. of the ligands in acetonitrile (NH4BF4) with a Ni anode at room temp. under N2; filtered, washed with acetonitrile, dried in vac.; elem. anal.;	96%

...Expand

: 2682-49-7
thiazolidine-2-one

: 1422199-48-1
(±)-ethyl 6-phenylhexa-2,3-dienoate

: C17H21NO3S

Conditions

Conditions	Yield
With C29H30F6NOPS In 1,2-dichloro-ethane at 20℃; stereoselective reaction;	95%

: 2682-49-7
thiazolidine-2-one

: 1286277-95-9
C11H16O4

: C14H21NO5S

Conditions

Conditions	Yield
With C29H30F6NOPS In 1,2-dichloro-ethane at 20℃; stereoselective reaction;	95%

: 2682-49-7
thiazolidine-2-one

: 3934-20-1
2,6-Dichloropyrimidine

: 3-(2-chloropyrimidin-4-yl)thiazolidin-2-one

Conditions

Conditions	Yield
With sodium methansulfinate; tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran at 50℃; for 5h; Green chemistry; regioselective reaction;	93%

: 2682-49-7
thiazolidine-2-one

: 861668-05-5
(±)-ethyl hepta-2,3-dienoate

: C12H19NO3S

Conditions

Conditions	Yield
With C29H30F6NOPS In 1,2-dichloro-ethane at 20℃; stereoselective reaction;	93%

: 2682-49-7
thiazolidine-2-one

: 235742-76-4
ethyl γ-isopropyl allenoate

: C12H19NO3S

Conditions

Conditions	Yield
With C29H30F6NOPS In 1,2-dichloro-ethane at 20℃; stereoselective reaction;	85%

: 2682-49-7
thiazolidine-2-one

: 4897-25-0
5-chloro-1-methyl-4-nitroimidazole

: 86230-97-9
3-(3-Methyl-5-nitro-3H-imidazol-4-yl)-thiazolidin-2-one

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 15 - 100℃; for 2.25h;	83%

: 2682-49-7
thiazolidine-2-one

: 122-78-1
phenylacetaldehyde

: (E)-3-styrylthiazolidin-2-one

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In toluene at 130℃; for 6h; Inert atmosphere; Molecular sieve;	78%

: 2682-49-7
thiazolidine-2-one

: 3-nitrosothiazolidin-2-one

Conditions

Conditions	Yield
With 3,3-dimethyl-2-nitroso-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide; trifluoroacetic acid In acetonitrile at 20℃; Sealed tube;	78%

: 2682-49-7
thiazolidine-2-one

: 5460-29-7
2-(3-bromopropyl)isoindole-1,3-dione

: 3-(N-phthaloyl-3-aminopropyl)thiazolidin-2-one

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In acetonitrile for 16h; Heating;	72%
With potassium carbonate; 18-crown-6 ether In acetonitrile for 17h; Heating / reflux;	55%

: 2682-49-7
thiazolidine-2-one

: 15687-27-1
ibuprofen

: 3-(2-(4-isobutylphenyl)propanoyl)thiazolidin-2-one

Conditions

Conditions	Yield
Stage #1: ibuprofen With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.333333h; Stage #2: thiazolidine-2-one In dichloromethane at 20℃; for 4h;	70%

: 2682-49-7
thiazolidine-2-one

: 2-(2-((2-(4-((t-Boc)amino)phenyl)quinolin-6-yl)oxy)ethoxy)ethyl 4-methylbenzenesulfonate

: t-butyl (4-(6-(2-(2-(2-oxothiazolidin-3-yl)ethoxy)ethoxy)quinolin-2-yl)phenyl)carbamate

Conditions

Conditions	Yield
With lithium oxide Microwave irradiation;	70%

: 2682-49-7
thiazolidine-2-one

: 79640-70-3
(S)-5-(tert-butoxy)-4-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)-5-oxopentanoic acid

: tert-butyl (S)-2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)-5-oxo-5-(2-oxothiazolidin-3-yl)pentanoate

Conditions

Conditions	Yield
Stage #1: (S)-5-(tert-butoxy)-4-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)-5-oxopentanoic acid With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: thiazolidine-2-one In N,N-dimethyl-formamide for 16h;	65%
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 16h;	42%

: 2682-49-7
thiazolidine-2-one

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 1018331-29-7
C12H14BrNO3S

Conditions

Conditions	Yield
Stage #1: thiazolidine-2-one With sodium hydride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In tetrahydrofuran Reflux; Inert atmosphere;	63%

: 2682-49-7
thiazolidine-2-one

: 175844-54-9
2,3-dimethoxy-6-bromobenzyl bromide

: 1018331-30-0
C12H14BrNO3S

Conditions

Conditions	Yield
Stage #1: thiazolidine-2-one With sodium hydride In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 6-bromo-2,3-dimethoxybenzyl bromide In tetrahydrofuran Reflux; Inert atmosphere;	61%

: 2682-49-7
thiazolidine-2-one

: 99-97-8
Dimethyl-p-toluidine

: C12H16N2OS

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride; acetic acid In acetonitrile at 60℃; for 3h; Electrochemical reaction; Inert atmosphere;	59%

: 2682-49-7
thiazolidine-2-one

: 1567836-15-0
2,2′-(naphthalene-1,4-diylbis(((4-methoxyphenyl)sulfonyl)azanediyl))diacetic acid

: N,N'-(naphthalene-1,4-diyl)bis(4-methoxy-N-(2-oxo-2-(2-oxothiazolidin-3-yl)ethyl)benzenesulfonamide)

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide	58%
Stage #1: 2,2′-(naphthalene-1,4-diylbis(((4-methoxyphenyl)sulfonyl)azanediyl))diacetic acid With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: thiazolidine-2-one In N,N-dimethyl-formamide	0.368 g

: 2682-49-7
thiazolidine-2-one

: 4175-77-3
2,4-dibromo-1,3-thiazole

Conditions

Conditions	Yield
With phosphorus(V) oxybromide at 110℃; for 3h;	57%

: 2682-49-7
thiazolidine-2-one

: 39684-80-5
2-(tert-butoxycarbonylamino)ethyl bromide

: C10H18N2O3S

Conditions

Conditions	Yield
Stage #1: thiazolidine-2-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h; Stage #2: 2-(tert-butoxycarbonylamino)ethyl bromide In N,N-dimethyl-formamide at 20℃; for 2h;	51%

1,3-Thiazolan-2-one Specification

The 1,3-Thiazolan-2-one, with the CAS registry number 2682-49-7, is also known as Thiazolidin-2-one. It belongs to the product categories of API intermediates; Agricultural chemical; Plant growth modifier; Fosthiazate;fungicide; Pesticide. This chemical's molecular formula is C₃H₅NOS and molecular weight is 103.14. What's more, its systematic name is 1,3-Thiazolidin-2-one.

Physical properties of 1,3-Thiazolan-2-one are: (1)ACD/LogP: 0.427; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.43; (4)ACD/LogD (pH 7.4): 0.43; (5)ACD/BCF (pH 5.5): 1.24; (6)ACD/BCF (pH 7.4): 1.24; (7)ACD/KOC (pH 5.5): 40.68; (8)ACD/KOC (pH 7.4): 40.68; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 54.4 Å²; (13)Index of Refraction: 1.544; (14)Molar Refractivity: 25.476 cm³; (15)Molar Volume: 80.725 cm³; (16)Polarizability: 10.099×10^-24cm³; (17)Surface Tension: 42.7 dyne/cm; (18)Density: 1.278 g/cm³; (19)Flash Point: 103.5 °C; (20)Enthalpy of Vaporization: 56.32 kJ/mol; (21)Boiling Point: 247.6 °C at 760 mmHg; (22)Vapour Pressure: 0.004 mmHg at 25°C.

Preparation: this chemical can be prepared by carbon oxide sulfide and 2-bromo-ethylamine; hydrobromide at the temperature of 20 °C. This reaction will need reagent KOH and solvent methanol with the reaction time of 1 hour. The yield is about 80%.

1,3-Thiazolan-2-one can be prepared by carbon oxide sulfide and 2-bromo-ethylamine; hydrobromide at the temperature of 20 °C

Uses of 1,3-Thiazolan-2-one: it can be used to produce 3-(3-methyl-5-nitro-3H-imidazol-4-yl)-thiazolidin-2-one at the temperature of 15 - 100 °C. It will need reagent NaH and solvent dimethylformamide with the reaction time of 135 min. The yield is about 83%.

1,3-Thiazolan-2-one can be used to produce 3-(3-methyl-5-nitro-3H-imidazol-4-yl)-thiazolidin-2-one at the temperature of 15 - 100 °C

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1SCCN
(2)Std. InChI: InChI=1S/C3H5NOS/c5-3-4-1-2-6-3/h1-2H2,(H,4,5)
(3)Std. InChIKey: SLYRGJDSFOCAAI-UHFFFAOYSA-N

Product Name

1,3-THIAZOLIDIN-2-ONE

Synthetic route

1,3-Thiazolan-2-one Specification

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