2,4-Dibromothiazole

Base Information

• Chemical Name: 2,4-Dibromothiazole
• CAS No.: 4175-77-3
• Molecular Formula: C3HBr2NS
• Molecular Weight: 242.922
• Hs Code.: 29349990
• European Community (EC) Number: 629-026-6
• DSSTox Substance ID: DTXSID90961954
• Nikkaji Number: J449.907G
• Wikidata: Q72465112
• Mol file: 4175-77-3.mol

Synonyms:2,4-Dibromothiazole;4175-77-3;2,4-dibromo-1,3-thiazole;2,4-dibromo thiazole;MFCD01318994;2,4-Dibromo-thiazole;C3HBr2NS;dibromothiazole;2.4-dibromothiazole;SCHEMBL67456;2,4-Dibromothiazole, 97%;960069-34-5;2 pound not4-dibromo-thiazole;DTXSID90961954;MKEJZKKVVUZXIS-UHFFFAOYSA-N;BCP26618;CS-D1059;AKOS005259590;AB08804;AC-5996;PB47471;PS-5752;BP-11266;SY005292;AM20100106;D3667;FT-0602560;EN300-50401;A15563;W-200362;F9995-2588;Z600503298

Chemical Property of 2,4-Dibromothiazole

Chemical Property:

• Appearance/Colour: Off-white crystalline powder
• Melting Point: 80-84 °C
• Boiling Point: 242.8 °C at 760 mmHg
• PKA: -1.93±0.10(Predicted)
• Flash Point: 100.6 °C
• PSA: 41.13000
• Density: 2.324 g/cm³
• LogP: 2.66810
• Storage Temp.: Keep Cold
• Solubility.: soluble in Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 242.81760
• Heavy Atom Count: 7
• Complexity: 70

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dibromothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-36/37/38
• Safety Statements: 26-39-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=C(S1)Br)Br
• Uses: 2,4-Dibromothiazole is an intermediate used in the preparation of various 2,4-disubstituted thiazole derivatives with biologically active properties such as survival motor neuron (SMN) protein modula tors. 2,4-Dibromothiazole is applied as a building block in a synthesis of Melithiazole C employing a highly (E)-selective cross-metathesis between the derived 4-vinylthiazole and a dienote side-chain. It is also used as an intermediate in the preparation of various 2,4-disubstituted thiazole derivatives with biologically active properties such as survival motor neuron (SMN) protein modulators. Building block in a synthesis of Melithiazole C employing a highly (E)-selective cross-metathesis between the derived 4-vinylthiazole and a dienote side-chain.

Technology Process of 2,4-Dibromothiazole

There total 5 articles about 2,4-Dibromothiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

thiazoline-2,4-dione (2295-31-0) → 2,4-dibromo-1,3-thiazole (4175-77-3)

Guidance literature:

With phosphorus(V) oxybromide; for 1.5h; Heating;

DOI:10.1021/jo0601009

Reference yield: 57.0%

thiazolidine-2-one (2682-49-7) → 2,4-dibromo-1,3-thiazole (4175-77-3)

Guidance literature:

With phosphorus(V) oxybromide; at 110 ℃; for 3h;

Reference yield:

2,4,5-tribromothiazole (57314-13-3) → 4-bromo-1,3-thiazole (34259-99-9) + 2,4-dibromo-1,3-thiazole (4175-77-3)

Guidance literature:

With hydrogenchloride; n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1) diethyl ether, -78 deg C, 10 min;

upstream raw materials:

2,4,5-tribromothiazole

thiazoline-2,4-dione

thiazolidine-2-one

phosphoryl(III) bromide

Downstream raw materials:

2-(piperidin-1-yl)-4-bromothiazole

1-(4-bromo-1,3-thiazol-2-yl)ethanone

4-bromo-2-[5-chloro-2-(methoxymethoxy)phenyl]thiazole

4-bromo-2-[4-(tert-butyl)-2-(methoxymethoxy)phenyl]thiazole

Refernces

• 1、 Uzelac, Eric J.,McCausland, Casey B.,Rasmussen, Seth C.. "Pyrrolo[2,3-d:5,4-d′]bisthiazoles: Alternate Synthetic Routes and a Comparative Study to Analogous Fused-Ring Bithiophenes". . p. 664 - 671. Retrieved 2018.
• 2、 Fukuzumi, Keita,Nishii, Yu Ji,Miura, Masahiro. "Composite tetraheteroarylenes and related higher cyclic oligomers of heteroarenes produced by palladium-catalyzed direct coupling". . p. 2030 - 2037. Retrieved 2019/12/23.