CAS No.1826-12-6,4-phenyl-1,3-thiazole Suppliers

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Basic Information

Molecular Structure:
CAS No.:	1826-12-6
Name:	4-phenyl-1,3-thiazole
Article Data:	36

Formula:	C₉H₇NS
Molecular Weight:	161.227
Synonyms:	4-Phenylthiazole;
Density:	1.173 g/cm³
Boiling Point:	292.673 °C at 760 mmHg
Flash Point:	135.402 °C
PSA:	41.13000
LogP:	2.81010

Synthetic route

: 57516-16-2
2-bromo-4-phenyl-1,3-thiazole

: 1826-12-6
4-phenyl-thiazole

Conditions

Conditions	Yield
With sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; palladium diacetate; triphenylphosphine In tetrahydrofuran at 20℃; for 3h; Reagent/catalyst; Time; Inert atmosphere;	95%
With sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; palladium diacetate; triphenylphosphine In tetrahydrofuran at 25℃; for 3h; Inert atmosphere;	95%
Multi-step reaction with 3 steps 1: N-chloro-succinimide / acetonitrile / 31 h / 20 °C / Inert atmosphere; Reflux 2: palladium diacetate; triphenylphosphine; N,N,N,N,-tetramethylethylenediamine; sodium tetrahydroborate / tetrahydrofuran / 9 h / 20 °C / Inert atmosphere 3: N,N,N,N,-tetramethylethylenediamine; sodium tetrahydroborate; PdCl2(1,1′-bis(di-tertbutylphosphino)ferrocene) / tetrahydrofuran / 20 h / 65 °C / Inert atmosphere View Scheme

: 1403935-14-7
5-chloro-4-phenylthiazole

: 1826-12-6
4-phenyl-thiazole

Conditions

Conditions	Yield
With sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; PdCl2(1,1′-bis(di-tertbutylphosphino)ferrocene) In tetrahydrofuran at 65℃; for 20h; Reagent/catalyst; Time; Temperature; Inert atmosphere;	95%
With sodium tetrahydroborate; dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 65℃; for 20h; Reagent/catalyst; Temperature; Inert atmosphere;	95%

: C22H17NOS

: 1826-12-6
4-phenyl-thiazole

Conditions

Conditions	Yield
With caesium carbonate In m-xylene at 150℃; for 40h; regioselective reaction;	95%

: 1826-23-9
2-chloro-4-phenylthiazole

: 1826-12-6
4-phenyl-thiazole

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 25℃; for 20h; Reagent/catalyst; Temperature; Inert atmosphere;	93%
With sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 20℃; for 22h; Reagent/catalyst; Time; Inert atmosphere;	92%

: 188585-15-1
2,5-dibromo-4-phenylthiazole

A: 59278-68-1
5-bromo-4-phenylthiazole

B: 1826-12-6
4-phenyl-thiazole

Conditions

Conditions	Yield
With sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; palladium diacetate; triphenylphosphine In tetrahydrofuran at 0℃; for 14h; Reagent/catalyst; Time; Inert atmosphere; regioselective reaction;	A 84% B 6%
With sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; palladium diacetate; triphenylphosphine In tetrahydrofuran for 14h; Reagent/catalyst; Temperature; Inert atmosphere; Overall yield = 90 %; regioselective reaction;

: 34259-99-9
4-bromo-1,3-thiazole

: 98-80-6
phenylboronic acid

: 1826-12-6
4-phenyl-thiazole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 100℃; for 18h; Suzuki Coupling; Inert atmosphere; Sealed tube;	62%

: 2010-06-2
2-Amino-4-phenylthiazole

: 1826-12-6
4-phenyl-thiazole

Conditions

Conditions	Yield
With tetrahydrofuran; oxygen; nitrogen(II) oxide for 8h; Ambient temperature;	40%
With copper(I) oxide; sulfuric acid; hypophosphorous acid; sodium nitrite 1.) 0 deg C, 2.) H2O, from -5 deg C to RT; Yield given. Multistep reaction;
Stage #1: 2-Amino-4-phenylthiazole With sulfuric acid; trifluoroacetic acid; sodium nitrite In water at -15℃; Sandmeyer Reaction; Stage #2: With phosphoric acid In water at -15 - 20℃;

: 288-47-1
1,3-thiazole

: 2103-86-8
2-methylmercapto-4-phenylthiazole

A: 1826-12-6
4-phenyl-thiazole

B: 5053-24-7
2-methylthio-1,3-thiazole

Conditions

Conditions	Yield
With carbonylhydridetris(triphenylphosphine)rhodium(I); 1,3-bis(dicyclohexylphosphine)propane In 1,2-dichloro-benzene for 3h; Reflux; Inert atmosphere;	A 31% B 12%

...Expand

: 140-88-5
ethyl acrylate

: 57516-16-2
2-bromo-4-phenyl-1,3-thiazole

A: 1826-12-6
4-phenyl-thiazole

B: 4072-63-3
4,4'-diphenyl-2,2'-bithiazole

C: 111600-96-5
(E)-3-(4-Phenyl-thiazol-2-yl)-acrylic acid ethyl ester

Conditions

Conditions	Yield
With triethylamine; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 24h; sealed tube;	A 22% B 6% C 19%

...Expand

: 57516-16-2
2-bromo-4-phenyl-1,3-thiazole

A: 1826-12-6
4-phenyl-thiazole

B: 4072-63-3
4,4'-diphenyl-2,2'-bithiazole

C: 111600-96-5
(E)-3-(4-Phenyl-thiazol-2-yl)-acrylic acid ethyl ester

Conditions

Conditions	Yield
With triethylamine; ethyl acrylate; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 24h; sealed tube;	A 22% B 6% C 19%

...Expand

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Chemistry

Empirical Formula: C₉H₇NS
Molecular Weight: 161.2236g/mol
Structure of 4-Phenyl-1,3-thiazole (CAS NO.1826-12-6):

Index of Refraction: 1.604
Molar Refractivity: 47.32 cm³
Molar Volume: 137.4 cm³
Polarizability: 18.75×10^-24cm³
Surface Tension: 46 dyne/cm
Density: 1.173 g/cm³
Flash Point: 135.4 °C
Enthalpy of Vaporization: 51.09 kJ/mol
Boiling Point: 292.7 °C at 760 mmHg
Vapour Pressure: 0.00316 mmHg at 25°C
Systematic Name: 4-phenyl-1,3-thiazole
SMILES: n2c(c1ccccc1)csc2
InChI: InChI=1/C9H7NS/c1-2-4-8(5-3-1)9-6-11-7-10-9/h1-7H
InChIKey: KXCQDIWJQBSUJF-UHFFFAOYAX

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	> 200mg/kg (200mg/kg)		Acta Pharmaceutica Suecica. Vol. 8, Pg. 49, 1971.

Specification

4-Phenyl-1,3-thiazole , its cas register number is 1826-12-6. It also can be called 4-27-00-01142 (Beilstein Handbook Reference) ; 4-Phenylthiazole ; BRN 0114779 .