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ChemicalBook--->CAS DataBase List--->7025-19-6

7025-19-6

7025-19-6 Structure

7025-19-6 Structure
IdentificationMore
[Name]

N-CARBOXYETHYLRHODANINE
[CAS]

7025-19-6
[Synonyms]

AURORA 4785
AKOS BBS-00002147
ART-CHEM-BB B023267
IFLAB-BB F1902-0020
TIMTEC-BB SBB009645
OTAVA-BB BB0123270320
Rhodaninepropionicacid
N-CARBOXYETHYLRHODANINE
rodanin-3-propionicacid
Rodanin-3-propionic acid
RHODANINE-3-PROPIONIC ACID
N-(2-CARBOXYETHYL)RHODANINE
3-(2-Carboxyethyl)rhodanine
Rhodanine-3-propionicAcid>
4-oxo-2-thioxo-3-thiazolidinepropionicaci
4-Oxo-2-thioxo-3-thiazolidinepropanoic acid
4-OXO-2-THIOXO-3-THIAZOLIDINEPROPIONIC ACID
4-oxo-2-thioxothiazolidine-3-propionic acid
3-(2-CARBOXYETHYL)-2-THIOXOTHIAZOLIDIN-4-ONE
3-Thiazolidinepropanoic acid, 4-oxo-2-thioxo-
3-Thiazolidinepropionic acid, 4-oxo-2-thioxo-
3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid
3-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-PROPIONIC ACID
3-(4-OXO-2-THIOXO-1,3-THIAZOLIDIN-3-YL)PROPANOIC ACID
3-(4-Oxo-2-thioxo-3-thiazolidinyl)propionic acid, 95%
3-(4-Oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)propanoic Acid
[EINECS(EC#)]

230-307-7
[Molecular Formula]

C6H7NO3S2
[MDL Number]

MFCD00022558
[Molecular Weight]

205.25
[MOL File]

7025-19-6.mol
Chemical PropertiesBack Directory
[Melting point ]

158-160°C
[Boiling point ]

385.9±44.0 °C(Predicted)
[density ]

1.61±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

powder to crystal
[pka]

4.36±0.10(Predicted)
[color ]

Light yellow to Brown
[CAS DataBase Reference]

7025-19-6(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[RTECS ]

XJ6094060
[HS Code ]

2934.10.9000
[HazardClass ]

IRRITANT
Spectrum DetailBack Directory
[Spectrum Detail]

N-CARBOXYETHYLRHODANINE(7025-19-6)MS
N-CARBOXYETHYLRHODANINE(7025-19-6)IR1
N-CARBOXYETHYLRHODANINE(7025-19-6)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

7025-19-6(sigmaaldrich)
[TCI AMERICA]

Rhodanine-3-propionic Acid,>98.0%(T)(7025-19-6)
Hazard InformationBack Directory
[Synthesis]

Carbon disulfide

75-15-0

Bromoacetic acid

79-08-3

β-Alanine

107-95-9

N-CARBOXYETHYLRHODANINE

7025-19-6

Synthesis of 3-(4-oxo-2-thioxothiazolidin-3-yl)propionic acid (33): β-alanine 32 (3.4 g, 38.1 mmol) was dissolved in 17 mL of 22% potassium hydroxide solution, and the temperature of the reaction was controlled not to exceed 25 °C. Carbon disulfide (2.5 mL, 42 mmol) was added slowly and dropwise. The reaction mixture was stirred at room temperature. Subsequently, batchwise addition of bromoacetic acid (5.3 g, 38.1 mmol) was made over about 20 minutes, and the whole process was completed in about 3 hours. After addition, stirring was continued at room temperature for 3 hours, during which precipitation was observed. The pH of the reaction mixture was adjusted with concentrated hydrochloric acid to 3-4. After addition of sulfuric acid, the solution was stirred at room temperature overnight. The precipitate was collected by filtration and washed with water to give pure target compound 33 (3.52 g, 45% yield) as a yellow solid. Melting point 155-156 °C. 1H NMR (400 MHz, MeOD-d4) δ (ppm): 5.00 (brs, 1H), 4.22 (t, J = 7.5 Hz, 2H), 4.11 (s, 1H), 2.64 (t, J = 7.6 Hz, 2H). 13C NMR (100 MHz, MeOD-d4) δ (ppm): 202.58, 174.37, 172.87, 39.64, 35.08, 30.28. mass spectrum (ESI) m/z: 204.1 [M-H]+. Elemental analysis (C6H7NO3S2) Calculated values: C, 35.11; H, 3.44; N, 6.82. Measured values: C, 35.10; H, 3.48; N, 6.88.

[References]

[1] ChemMedChem, 2014, vol. 9, # 11, p. 2538 - 2547
[2] Patent: WO2011/39735, 2011, A2. Location in patent: Page/Page column 149-150
[3] ChemMedChem, 2014, vol. 9, # 11, p. 2538 - 2547
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