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Cas Database |
| Name |
5-(4-Dimethylaminobenzylidene)rhodanine |
EINECS | 208-625-2 |
| CAS No. | 536-17-4 | Density | 1.368 g/cm3 |
| PSA | 89.73000 | LogP | 2.57020 |
| Solubility | Insoluble in water, 993.7(mg/L) at 25°C | Melting Point |
285-288 °C(lit.) |
| Formula | C12H12N2OS2 | Boiling Point | 430 °C at 760 mmHg |
| Molecular Weight | 264.372 | Flash Point | 213.8 °C |
| Transport Information | N/A | Appearance | red fluffy powder |
| Safety | 22-24/25-36/37-26 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Rhodanine,5-[p-(dimethylamino)benzylidene]- (6CI,7CI,8CI);4'-(Dimethylamino)benzalrhodanine;5-[4-(Dimethylamino)benzylidene]-2-thioxo-4-thiazolidone;NSC 5042;p-(Dimethylamino)benzal-5-rhodanine; |
Article Data | 17 |
5-(4-Dimethylaminobenzylidene)rhodanine Synthetic route
- 141-84-4
2-thioxo-4-thiazolidinone
- 100-10-7
4-dimethylamino-benzaldehyde
- 536-17-4
5-(4-dimethylaminobenzylidene)rhodanine
| Conditions | Yield |
|---|---|
| With thiourea; urea at 110℃; for 0.0833333h; Knoevenagel condensation; Neat (no solvent); | 96% |
| With (2-hydroxyethyl)ammonium formate at 20℃; for 0.05h; Knoevenagel condensation; neat (no solvent); | 90% |
| With sodium acetate; acetic acid at 120℃; | 90% |
- 141-84-4
2-thioxo-4-thiazolidinone
- 889-37-2, 1613-99-6
N,N-dimethyl-4-((phenylimino)methyl)aniline
- 536-17-4
5-(4-dimethylaminobenzylidene)rhodanine
| Conditions | Yield |
|---|---|
| In acetic acid |
| Conditions | Yield |
|---|---|
| With hydrogen cation In water |
- 536-17-4
5-(4-dimethylaminobenzylidene)rhodanine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: H+ / H2O View Scheme |
- 1660-94-2
Tetraethyl methylenediphosphonate
- 536-17-4
5-(4-dimethylaminobenzylidene)rhodanine
- 634915-49-4
[1-(diethoxy-phosphoryl)-2-(4-dimethylamino-phenyl)-2-(4-oxo-2-thioxo-thiazolidin-5-yl)-ethyl]-phosphonic acid diethyl ester
| Conditions | Yield |
|---|---|
| With sodium ethanolate In ethanol; N,N-dimethyl-formamide for 0.133333h; Michael addition reaction; microwave irradiation; | 87% |
- 536-17-4
5-(4-dimethylaminobenzylidene)rhodanine
- 13939-06-5, 199620-15-0
molybdenum hexacarbonyl
- 952576-76-0
Mo(CO)5[5-(4-dimethylaminobenzylidene)rhodanine]
| Conditions | Yield |
|---|---|
| In tetrahydrofuran Irradiation (UV/VIS); Mo complex and rhodanine deriv. dissolved in THF; soln. irradiated for 2h using 400 W medium pressure Hg lamp; solvent evapd. under vac.; solid extd. with CH2Cl2; petroleum ether added; ppt. washed with petroleum ether; dried under vac.; unreacted Cr complex sublimed out in vac.; elem. anal.; | 82% |
- 50-00-0
formaldehyd
- 536-17-4
5-(4-dimethylaminobenzylidene)rhodanine
- 51207-85-3
4-amino-N,N-diethylbenzamide
- 104183-56-4
5-(p-Dimethylaminobenzylidene)-3--4-oxo-thiazolidine-2-thione
| Conditions | Yield |
|---|---|
| In ethanol; water Heating; | 81% |
- 536-17-4
5-(4-dimethylaminobenzylidene)rhodanine
- 22303-36-2
N-(4-methoxyphenyl)-2-chloroacetamide
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate; sodium iodide In N,N-dimethyl-formamide at 20℃; for 36h; | 80% |
- 50-00-0
formaldehyd
- 42837-37-6
4-(N-piperidinocarbonyl)aniline
- 536-17-4
5-(4-dimethylaminobenzylidene)rhodanine
- 104183-54-2
5-(p-Dimethylaminobenzylidene)-3--4-oxo-thiazolidine-2-thione
| Conditions | Yield |
|---|---|
| In ethanol; water Heating; | 78% |
- 50-00-0
formaldehyd
- 536-17-4
5-(4-dimethylaminobenzylidene)rhodanine
- 79834-39-2
p-(4-Phenylpiperazin-1-ylcarbamoyl)aniline
- 104183-53-1
5-(p-Dimethylaminobenzylidene)-3--4-oxo-thiazolidine-2-thione
| Conditions | Yield |
|---|---|
| In ethanol; water Heating; | 74% |
5-(4-Dimethylaminobenzylidene)rhodanine Chemical Properties
IUPAC Name: (5E)-5-[(4-Dimethylaminophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
CAS: 536-17-4
Formula: C12H12N2OS2
Molecular Weight: 264.37
Molecular Structure of (5E)-5-[(4-Dimethylaminophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CAS NO.536-17-4):
Density: 1.36 g/cm3
Flash Point: 213.8 °C
Melting Point: 285-288 °C(lit.)
Boiling Point: 430 °C at 760 mmHg
Index of Refraction: 1.703
Molar Refractivity: 74.94 cm3
Molar Volume: 193.1 cm3
Polarizability: 29.7×10-24cm3
Surface Tension: 68.3 dyne/cm
Enthalpy of Vaporization: 68.53 kJ/mol
Appearance: red fluffy powder
Vapour Pressure: 1.35E-07 mmHg at 25°C
Water Solubility: 993.7(mg/L) at 25°C
Product Categories: building blocks;heterocyclic building blocks;thiazoles.
5-(4-Dimethylaminobenzylidene)rhodanine Toxicity Data With Reference
| 1. | ipr-mus LD50:150 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD603-561 . |
5-(4-Dimethylaminobenzylidene)rhodanine Consensus Reports
Reported in EPA TSCA Inventory.
5-(4-Dimethylaminobenzylidene)rhodanine Safety Profile
Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of NOx and SOx.
Safety Information about (5E)-5-[(4-Dimethylaminophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CAS NO.536-17-4):
Hazard Codes:
Xi: 
Risk Statements about (5E)-5-[(4-Dimethylaminophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CAS NO.536-17-4):
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements about (5E)-5-[(4-Dimethylaminophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CAS NO.536-17-4):
S22: Do not breathe dust.
S23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).
S24/25: Avoid contact with skin and eyes.
S36/37: Wear suitable protective clothing and gloves.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: VI8090000
5-(4-Dimethylaminobenzylidene)rhodanine Specification
The chemical synonyms of (5E)-5-[(4-Dimethylaminophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one (CAS NO.536-17-4) are 5-((4-(Dimethylamino)phenyl)methylene)-2-thioxo-4-thiazolidinon ; 5-(p-(Dimethylamino)benzylidene)-rhodanin ; 5-(p-Dimethylaminobenzal)rhodanine ; 5-(p-Dimethylaminobenzoylidene)rhodanine ; 5-[[4-(Dimethylamino)phenyl]methylene]-2-thioxo-4-thiazolidinon ; 5-[4-(Dimethylamino)phenyl]methylene-2-thioxo-4-Thiazolidinone ; p-(Dimethylamino)benzal-5-rhodanine ; p-Dimethylaminobenzalrhodanin . As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Use water spray, dry chemical, carbon dioxide, or chemical foam. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Store in a cool, dry place. Store in a tightly closed container. It can be used as organic reagents pharmaceutical intermediate.
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