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1,3-Thiazolan-2-one

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Name

1,3-Thiazolan-2-one

EINECS 1312995-182-4
CAS No. 2682-49-7 Density 1.278 g/cm3
PSA 54.40000 LogP 0.77160
Solubility N/A 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 N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2682-49-7 (1,3-THIAZOLIDIN-2-ONE) Hazard Symbols N/A
Synonyms

2-Oxothiazolidine;NSC 122613;Thiazolidin-2-one;Thiazolidone;2-Thiazolidinone HOMT;1,3-Thiazolan-2-one;

Article Data 27

1,3-Thiazolan-2-one Synthetic route

201230-82-2

carbon monoxide

60-23-1

Cysteamine

2682-49-7

thiazolidine-2-one

Conditions
ConditionsYield
With selenium; oxygen; acetonitrile98%
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

2682-49-7

thiazolidine-2-one

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium hydroxide
113511-38-9

S-(2-aminoethyl)-S’-benzyldithiocarbonate hydrochloride

2682-49-7

thiazolidine-2-one

Conditions
ConditionsYield
With sodium hydroxide

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

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