N-Aminorhodanine supplier | CasNO.1438-16-0

Name
N-Aminorhodanine
EINECS 215-870-9
CAS No. 1438-16-0
Article Data9
CAS DataBase
Density 1.71 g/cm³
Solubility insoluble in ethanol and ether
Melting Point 100-103 °C(lit.)
Formula C₃H₄N₂OS₂
Boiling Point 268.2 °C at 760 mmHg
Molecular Weight 148.21
Flash Point 116 °C
Transport Information UN 2811
Appearance yellowish crystalline powder
Safety 22-28-36/37/39-45
Risk Codes 24-28
Molecular Structure
Hazard Symbols T+
Synonyms Rhodanine,3-amino- (6CI,7CI,8CI);3-Amino-2-thioxo-1,3-thiazolidin-4-one;3-Amino-2-thioxo-4-thiazolidinone;3-Aminorhodanine;N-Aminorhodanine;NSC23272;
PSA 103.72000
LogP 0.35860

Synthetic route

: 6326-83-6
bis(carboxymethyl)trithiocarbonate

: 1438-16-0
3-aminorhodanine

Conditions

Conditions	Yield
With water; sodium carbonate; hydrazinium sulfate

: 471-32-9
dithiocarbonic acid hydrazide

: 105-39-5
chloroacetic acid ethyl ester

: 1438-16-0
3-aminorhodanine

Conditions

Conditions	Yield
Umsetzung des Reaktionsprodukts;

: 20469-71-0
dithiocarbonic acid hydrazide, hydrazonium salt

: 79-11-8
chloroacetic acid

: 1438-16-0
3-aminorhodanine

Conditions

Conditions	Yield
In water

: 105-39-5
chloroacetic acid ethyl ester

dithiocarbazinate of hydrazine: dithiocarbazinate of hydrazine

: 1438-16-0
3-aminorhodanine

Conditions

Conditions	Yield
With ethanol

: 3926-62-3
sodium monochloroacetic acid

hydrazine salt of/the/ dithiocarbazic acid: hydrazine salt of/the/ dithiocarbazic acid

: 1438-16-0
3-aminorhodanine

Conditions

Conditions	Yield
With water anschliessendes Behandeln mit wss. HCl;

: 3926-62-3
sodium monochloroacetic acid

potassium-salt of/the/ dithiocarbazic acid: potassium-salt of/the/ dithiocarbazic acid

: 1438-16-0
3-aminorhodanine

Conditions

Conditions	Yield
With water anschliessendes Behandeln mit wss. HCl;

: 471-32-9
dithiocarbonic acid hydrazide

: 7732-18-5
water

: 3926-62-3
sodium monochloroacetic acid

: 1438-16-0
3-aminorhodanine

Conditions

Conditions	Yield
Reaktion des Kalium-Salzes oder des Hydrazinium-Salzes; anschliessenden Behandeln mit wss.Salzsaeure;

...Expand

: 3-[2-Methyl-prop-(E)-ylideneamino]-2-thioxo-thiazolidin-4-one

A: 1438-16-0
3-aminorhodanine

B: 78-84-2
isobutyraldehyde

Conditions

Conditions	Yield
In phosphate buffer; water-d2 pH=7; Equilibrium constant;

: 4-{[(E)-4-Oxo-2-thioxo-thiazolidin-3-ylimino]-methyl}-benzoic acid

A: 1438-16-0
3-aminorhodanine

B: 619-66-9
4-Carboxybenzaldehyde

Conditions

Conditions	Yield
In phosphate buffer; water-d2 pH=7; Equilibrium constant;

: 1438-16-0
3-aminorhodanine

: 100-07-2
4-methoxy-benzoyl chloride

: 82220-84-6
4-methoxy-N-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)benzamide

Conditions

Conditions	Yield
In benzene for 3h; Heating;	96%

: 1438-16-0
3-aminorhodanine

: 4-tert-Butyl-2-methylsulfanyl-3-(3-trifluormethylphenyl)thiazoliumiodid

: 3-Amino-5-[4-tert-butyl-3-(3-trifluormethylphenyl)-2,3-dihydrothiazol-2-yliden]-2-thioxothiazolidin-4-on

Conditions

Conditions	Yield
With lead(II) nitrate; triethylamine In dichloromethane for 1h; Condensation; Heating;	96%

: 1438-16-0
3-aminorhodanine

: 1948-40-9
4-hydroxy-3,5-diiodobenzaldehyde

: 1133953-95-3
(Z)-3-amino-5-(3',5'-diiodo-4'-hydroxybenzylidene)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid; triethylamine In ethyl acetate at 85℃; for 3h;	96%

: 1438-16-0
3-aminorhodanine

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: ethyl (5-oxo-2-thioxo-[1,3,4]thiadiazinan-6-ylidene)acetate

Conditions

Conditions	Yield
With triphenylphosphine In dichloromethane at 20℃; for 2h;	95%

: 1438-16-0
3-aminorhodanine

: 4755-77-5
Ethyl oxalyl chloride

: 1449039-21-7
N-(4-oxo-2-thioxothiazolidin-3-yl)oxalamate

Conditions

Conditions	Yield
With triethylamine In ethanol at 20℃; for 1h;	95%

: 1438-16-0
3-aminorhodanine

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 19745-79-0
3-{[(3,4-dimethoxyphenyl)methylene]amino}-2-thioxo-1,3-thiazolidin-4-one

Conditions

Conditions	Yield
In ethanol at 20℃; for 5h;	94%
In ethanol

: 1438-16-0
3-aminorhodanine

: 104-55-2
3-phenyl-propenal

: 52514-13-3
3-{[(2E)-3-phenylprop-2-en-1-ylidene]amino}-2-thioxo-1,3-thiazolidin-4-one

Conditions

Conditions	Yield
In ethanol at 20℃; for 5h;	92%

: 1438-16-0
3-aminorhodanine

: 3484-32-0
1-methyl-5-nitro-1H-indole-2,3-dione

: (Z)-3-amino-5-(1-methyl-5-nitro-2-oxoindolin-3-ylidene)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In ethanol at 100℃; for 0.0833333h; Knoevenagel Condensation; Microwave irradiation;	92%

: 1122-72-1
6-methyl-2-pyridinecarboxaldehyde

: 1438-16-0
3-aminorhodanine

: 3-Amino-5-[1-(6-methyl-pyridin-2-yl)-meth-(Z)-ylidene]-2-thioxo-thiazolidin-4-one

Conditions

Conditions	Yield
With piperidine In ethanol for 3h; Heating;	91%

: 1438-16-0
3-aminorhodanine

: 122-04-3
4-nitro-benzoyl chloride

: 82220-83-5
4-nitro-benzoic acid-(4-oxo-2-thioxo-thiazolidin-3-ylamide)

Conditions

Conditions	Yield
In benzene for 3h; Heating;	90%
With benzene

: 1438-16-0
3-aminorhodanine

: 66086-33-7
Di-tert-butyl acetylenedicarboxylate

: tert-butyl (5-oxo-2-thioxo-[1,3,4]thiadiazinan-6-ylidene)acetate

Conditions

Conditions	Yield
With triphenylphosphine In dichloromethane at 20℃; for 2h;	90%

: 1438-16-0
3-aminorhodanine

: 762-42-5
dimethyl acetylenedicarboxylate

: methyl (5-oxo-2-thioxo-[1,3,4]thiadiazinan-6-ylidene)acetate

Conditions

Conditions	Yield
With triphenylphosphine In dichloromethane at 20℃; for 2h;	89%

: 1438-16-0
3-aminorhodanine

: 36937-92-5
4-cyanobenzylidenemalononitrile

: 15998-99-9
4-thioxodihydro-2,6(1H,5H)-pyrimidinedione

: 7-amino-5-(4-cyanophenyl)-1,2,3,4,5,8-hexahydro-2-oxo-8-(4-oxo-2-thioxothiazolidinyl)-4-thioxopyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions

Conditions	Yield
With nano-SPIA In ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide for 1.5h; Reflux;	88%

...Expand

: 1438-16-0
3-aminorhodanine

: 95-54-5
1,2-diamino-benzene

: 134469-07-1
Benzimidazol-2-thiol

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene Heating;	87%

: 1438-16-0
3-aminorhodanine

: (E)-3-(((1H-indol-3-yl)methylene)amino)-2-thioxothiazolidin-4-one

: (Z)-5-((1H-indol-3-yl)methylene)-3-(((E)-(1H-indol-3-yl)methylene)amino)-2-thioxo thiazolidin-4-one

Conditions

Conditions	Yield
In ethanol for 8h; Reflux;	87%

: 108-55-4
glutaric anhydride,

: 1438-16-0
3-aminorhodanine

: 182558-47-0
1-(4-Oxo-2-thioxo-thiazolidin-3-yl)-piperidine-2,6-dione

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 18h; Heating;	86%

: 1438-16-0
3-aminorhodanine

: 57597-64-5
7-diethylaminocoumarine-3-aldehyde

: (3-((7-(diethylamino)-2-oxo-2H-chromen-3-yl)methylene)amino)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 3h;	86%

: 1438-16-0
3-aminorhodanine

: 91-56-5
indole-2,3-dione

: (E)-3-amino-5-(2-oxoindolin-3-ylidene)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With ammonium chloride In ethanol at 100℃; for 5.16667h;	86%

: 1438-16-0
3-aminorhodanine

: 99-61-6
3-nitro-benzaldehyde

: 17521-18-5
3-(3-nitrobenzylideneamino)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With aluminum oxide for 0.0944444h; Microwave irradiation; Neat (no solvent);	85%
In ethanol

: 108-30-5
succinic acid anhydride

: 1438-16-0
3-aminorhodanine

: 182558-46-9
3-(2,5-dioxopyrrolidin-1-yl)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 18h; Heating;	85%

: 67-56-1
methanol

: 1438-16-0
3-aminorhodanine

: 99-61-6
3-nitro-benzaldehyde

: methoxycarbonylmethyl 3-(3-nitrobenzylidene)dithiocarbazate

Conditions

Conditions	Yield
With hydrogenchloride In water for 8h; Reflux;	85%

...Expand

: 1438-16-0
3-aminorhodanine

: 443-69-6
5-fluoro-1H-indole-2,3-dione

: 1448049-08-8
3-(5-fluoro-2-oxoindolin-3-ylideneamino)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
In ethanol for 1h; Reflux;	85%

: 220510-03-2
5-(morpholin-4-ylsulfonyl)-1H-indole-2,3-dione

: 1438-16-0
3-aminorhodanine

: 3-(5-(morpholinosulfonyl)-2-oxoindolin-3-ylideneamino)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid for 2h; Reflux;	85%

: 1438-16-0
3-aminorhodanine

: 115-86-6
phosphoric acid triphenyl ester

: 36663-00-0
1-phenyl-3-(4-chlorophenyl)-4-pyrazolecarboxaldehyde

: C31H24ClN4O4PS2

Conditions

Conditions	Yield
With lithium perchlorate In acetonitrile at 20℃; for 72h;	85%

...Expand

: 1438-16-0
3-aminorhodanine

: 104-88-1
4-chlorobenzaldehyde

: 17492-66-9
3-(4-chlorobenzylideneamino)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With aluminum oxide for 0.0611111h; Microwave irradiation; Neat (no solvent);	84%
In ethanol

: 487-89-8
Indole-3-carboxaldehyde

: 1438-16-0
3-aminorhodanine

: (E)-3-(((1H-indol-3-yl)methylene)amino)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
In ethanol at 20℃;	84%

: 1438-16-0
3-aminorhodanine

: 85-44-9
phthalic anhydride

: 182558-48-1
3-(1,3-Dioxoisoindolin-2-yl)-2-thioxothiazolidin-4-on

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 18h; Heating;	83%

: 1438-16-0
3-aminorhodanine

: N-(2,6-dimethoxy pyrimidin-4-yl)-4-isothiocyanatobenzenesulfonamide

: N-(2,6-dimethoxypyrimidin-4-yl)-4-[3-(4-oxo-2-thioxothiazolidin-3-yl)thioureido]benzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane for 1h; Reflux;	83%

: 1438-16-0
3-aminorhodanine

: 496-72-0
4-methyl-1,2-diaminobenzene

: 27231-36-3
2-mercapto-5-methylbenzimidazole

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene Heating;	83%

: 1438-16-0
3-aminorhodanine

: 91-56-5
indole-2,3-dione

: (Z)-3-amino-5-(2-oxoindolin-3-ylidene)-2-thioxothiazolidin-4-one

Conditions

Conditions	Yield
With acetic acid In ethanol at 100℃; for 0.0833333h; Temperature; Solvent; Knoevenagel Condensation; Microwave irradiation;	83%
With ammonium chloride In ethanol at 100℃; for 5.16667h; Knoevenagel Condensation;	72%
In ethanol at 100℃; Knoevenagel Condensation; Reflux;	72%

N-Aminorhodanine Specification

This chemical is called N-Aminorhodanine, and its systematic name is 3-amino-2-thioxo-1,3-thiazolidin-4-one. With the molecular formula of C₃H₄N₂OS₂, its molecular weight is 148.21. The CAS registry number of this chemical is 1438-16-0, and its product categories are Miscellaneous; Building Blocks; Heterocyclic Building Blocks; Thiazoles.

Other characteristics of the N-Aminorhodanine can be summarised as followings: (1)ACD/LogP: -0.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.69; (4)ACD/LogD (pH 7.4): -0.69; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 10.07; (8)ACD/KOC (pH 7.4): 10.07; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 80.94 Å²; (13)Index of Refraction: 1.788; (14)Molar Refractivity: 36.63 cm³; (15)Molar Volume: 86.6 cm³; (16)Polarizability: 14.52×10^-24cm³; (17)Surface Tension: 110.4 dyne/cm; (18)Density: 1.71 g/cm³; (19)Flash Point: 116 °C; (20)Enthalpy of Vaporization: 50.63 kJ/mol; (21)Boiling Point: 268.2 °C at 760 mmHg; (22)Vapour Pressure: 0.0078 mmHg at 25°C.

Uses of this chemical: The N-Aminorhodaninecould react with 3-amino-2-thioxo-thiazolidin-4-one, and obtain the 4-nitro-benzoic acid-(4-oxo-2-thioxo-thiazolidin-3-ylamide). This reaction need the solvent of benzene. The yield is 90 %. In additon, this reaction should be taken for 3 hours. The other condition is heating.

When you are using this chemical, please be cautious about it as the following: This chemical is very toxic if swallowed or contacting with skin. Do not breathe vapour. After contact with skin, wash immediately with plenty of soap-suds. Wear suitable protective clothing, gloves and eye/face protection when you use it. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
1.SMILES: O=C1N(N)C(=S)SC1
2.InChI: InChI=1/C3H4N2OS2/c4-5-2(6)1-8-3(5)7/h1,4H2
3.InChIKey: ZBUUHLDYMKTVLT-UHFFFAOYAW

Product Name

N-Aminorhodanine

Synthetic route

N-Aminorhodanine Specification

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