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ChemicalBook > CAS DataBase List > 2-Chlorothiazole

2-Chlorothiazole

Application
Product Name
2-Chlorothiazole
CAS No.
3034-52-4
Chemical Name
2-Chlorothiazole
Synonyms
orothiazoL;2-CHLOTHIOZOLE;2-CHLOROTHIAZOLE;2-CHLOROTHIOZOLE;Thiazole, 2-chloro-;2-Chlorothiazole,97%;2-Thiazolyl Chloride;2-Chlorothiazole 96%;2-Chlorothiazole >2-CHLORO-1,3-THIAZOLE
CBNumber
CB3752078
Molecular Formula
C3H2ClNS
Formula Weight
119.57
MOL File
3034-52-4.mol
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2-Chlorothiazole Property

Melting point:
85 °C
Boiling point:
145 °C
Density 
1.393 g/mL at 25 °C
refractive index 
n20/D1.551
Flash point:
54℃
storage temp. 
Inert atmosphere,2-8°C
solubility 
soluble in Ether
form 
clear liquid
pka
0.84±0.10(Predicted)
color 
Colorless to Almost colorless
InChI
InChI=1S/C3H2ClNS/c4-3-5-1-2-6-3/h1-2H
InChIKey
KLEYVGWAORGTIT-UHFFFAOYSA-N
SMILES
S1C=CN=C1Cl
CAS DataBase Reference
3034-52-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
20/21/22-36/37/38-41-22-10
Safety Statements 
23-26-36/37/39-39
RIDADR 
1993
WGK Germany 
1
HazardClass 
3
PackingGroup 
HS Code 
2934100090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
C2471
Product name
2-Chlorothiazole
Purity
>98.0%(GC)
Packaging
5g
Price
$48
Updated
2025/07/31
TCI Chemical
Product number
C2471
Product name
2-Chlorothiazole
Purity
>98.0%(GC)
Packaging
25g
Price
$143
Updated
2025/07/31
TRC
Product number
C364478
Product name
2-Chlorothiazole
Packaging
100mg
Price
$75
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
COR0001765
Product name
2-CHLOROTHIAZOLE
Purity
95.00%
Packaging
1G
Price
$122.56
Updated
2021/12/16
AK Scientific
Product number
W5278
Product name
2-Chlorothiazole
Packaging
250mg
Price
$208
Updated
2021/12/16
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2-Chlorothiazole Chemical Properties,Usage,Production

Application

2-Chlorothiazole is a pharmaceutical intermediate that can be prepared from 2-aminothiazole via a diazotization reaction. Literature reports that it can be used to prepare substituted tyrosine inhibitors containing zinc-binding genes, such as N-(2-chloro-6-methylphenyl)-2-(6-(4-(2-(hydroxyamino)-2-oxoethyl)piperidin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-carboxamide.

Chemical Properties

Pale yellow liquid

Definition

ChEBI: 2-chlorothiazole is a member of 1,3-thiazoles and an organochlorine compound.

Reactivity Profile

Halogen atoms in the 4- and 5-positions of thiazoles exhibit different reactivities depending on the nucleophile: with methoxide ion in methanol the reactivity sequence is 5-chlorothiazole > 2-chlorothiazole > 4-chlorothiazole. In contrast, with thiophenoxide ion or piperidine in methanol, the sequence 2 > 4 > 5 is observed. With the series of alkoxide ions methoxide, ethoxide, isopropoxide and t-butoxide in the corresponding alcohol, the reactivity ratios of 4-chlorothiazole versus 2-chlorothiazole are: 0.07, 0.6, 4, 42. The nucleophilic reactivity of 2-halogenothiazoles is strongly affected by substituents: 2-chloro-5-nitrothiazole is more reactive than 2-chlorothiazole by a factor of 10.

Synthesis

288-47-1

3034-52-4

General procedure for the synthesis of 2-chlorothiazole from thiazole: To an anhydrous THF (60 mL) solution of thiazole (5.0 g, 58.7 mmol) was added n-butyllithium (1.6 M hexane solution, 44 mL, 70.4 mmol) slowly and dropwise over a period of 20 min at -78 °C with stirring. The reaction mixture was kept at 0 °C for 15 min, followed by dropwise addition of anhydrous THF (40 mL) solution of 2,2,2-trichloroacetyl chloride (6.6 mL, 58.7 mmol) to the orange colored mixture. The reaction mixture was continued to be stirred at -78 °C for 30 min, after which the reaction was quenched with saturated ammonium chloride solution (100 mL). After extraction with ether (2 x 150 mL), the organic layers were combined, washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (0-20% ether/pentane gradient elution) to afford the target compound 2-chlorothiazole (4.95 g, isolated yield 71%).1H NMR (400 MHz, CDCl3) δ 7.50 (d, J=4.0 Hz, 1H), 7.15 (d, J=4.0 Hz, 1H).

References

[1] Patent: WO2008/150446, 2008, A1. Location in patent: Page/Page column 29
[2] Journal of Organometallic Chemistry, 1999, vol. 588, # 2, p. 155 - 159
[3] Journal of Organometallic Chemistry, 2000, vol. 601, # 2, p. 233 - 236

2-Chlorothiazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-Chlorothiazole manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
2-Chlorothiazole 3034-52-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-06-26
Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Chlorothiazole 3034-52-4
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-12-04
Henan Aochuang Chemical Co.,Ltd.
Product
2-Chlorothiazole 3034-52-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-20

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