2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE

Product Name: 2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE
CAS No.: 37566-39-5
Chemical Name: 2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE
Synonyms: 5-BROMO-1,3,4-THIADIAZOL-2-AMINE;TOSLAB 5874;Bromo-1,3,4-thiadiazol-2-amine;2-Amino-5-bromo-1,3,4-thiadiazoL;2-amino-5-bromo-1,2,3-thiadiazole;5-bromo-2-amino-1,3,4-thiadiazole;2-amino-4-bromo-1,3,4-thiadiazole;2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE;5-Bromo-1,3,4-thiadiazol-2-ylamine;1,3,4-Thiadiazol-2-aMine, 5-broMo-
CBNumber: CB2108504
Molecular Formula: C2H2BrN3S
Formula Weight: 180.03
MOL File: 37566-39-5.mol

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2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE Property

Melting point:: 178-182 °C (dec.)
Boiling point:: 314.1±25.0 °C(Predicted)
Density: 2.147
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
pka: 1.76±0.10(Predicted)
form: powder
color: Beige
InChI: InChI=1S/C2H2BrN3S/c3-1-5-6-2(4)7-1/h(H2,4,6)
InChIKey: GLYQQFBHCFPEEU-UHFFFAOYSA-N
SMILES: S1C(Br)=NN=C1N
CAS DataBase Reference: 37566-39-5(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 20/21/22-36
Safety Statements: 22-36/37/39
WGK Germany: 2
HazardClass: IRRITANT
HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H319Causes serious eye irritation

H332Harmful if inhaled

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 708291
Product name: 2-Amino-5-bromo-1,3,4-thiadiazole
Purity: 95% (HPLC)
Packaging: 1g
Price: $33.4
Updated: 2023/06/20

ChemScene

Product number: CS-W008052
Product name: 5-Bromo-1,3,4-thiadiazol-2-amine
Purity: ≥98.0%
Packaging: 10g
Price: $24
Updated: 2021/12/16

Matrix Scientific

Product number: 058811
Product name: 5-Bromo-[1,3,4]thiadiazol-2-ylamine
Purity: 95+%
Packaging: 5g
Price: $30
Updated: 2021/12/16

SynQuest Laboratories

Product number: 7H30-9-X1
Product name: 2-Amino-5-bromo-1,3,4-thiadiazole
Packaging: 5G
Price: $34
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB128387
Product name: 5-Bromo-1,3,4-thiadiazol-2-amine
Packaging: 10g
Price: $50
Updated: 2021/12/16

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2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE Chemical Properties,Usage,Production

Chemical Properties

Yellow powder

Uses

2-Amino-5-bromo-1,3,4-thiadiazole can be used:

As the key building block for the synthesis of myriad of thiadiazolo[3,2-α]pyrimidin-7-ones which have diverse biological activities.
For the synthesis of 2-bromoimidazo[2,1-b][1,3,4]thiadiazoles by reacting with α-bromo ketones.

Synthesis

4005-51-0

37566-39-5

General procedure for the synthesis of 2-amino-5-bromo-1,3,4-thiadiazole from 2-amino-1,3,4-thiadiazole: 1. A solution of 2-amino-1,3,4-thiadiazole (5 g, 48.45 mmol) in methanol (70 mL) was added to a reaction flask. 2. Sodium bicarbonate (8.14 g, 96.90 mmol) and bromine (2.5 mL, 48.45 mmol) were added sequentially. 3. The reaction mixture was stirred at room temperature until the complete disappearance of the ingredients was demonstrated by thin layer chromatography (TLC) monitoring (about 30-40 minutes). 4. After completion of the reaction, the solvent was removed by rotary evaporator under reduced pressure. 5. The crude product was ground with a solvent mixture of methanol-ether (1:1, v/v) to give 2-amino-5-bromo-[1,3,4]thiadiazole as a white solid. 6. The mother liquor containing a small amount of product was purified by fast column chromatography using dichloromethane-methanol (99:1, v/v) as eluent. 7. The product was confirmed by nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 300 MHz, DMSO-d6): δ 7.52 (br s, 2H). 8. Mass spectrometry (ES+) analysis showed m/z 181 ([M+H]+, calculated value: 180.0). Yield: 99%.

References

[1] Patent: WO2009/40552, 2009, A2. Location in patent: Page/Page column 50-51
[2] ACS Medicinal Chemistry Letters, 2012, vol. 3, # 3, p. 198 - 202
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 23, p. 5305 - 5309
[4] European Journal of Medicinal Chemistry, 2018, vol. 155, p. 34 - 48
[5] Patent: WO2013/163244, 2013, A1. Location in patent: Paragraph 00179; 00180

2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE Suppliers

Belgium 2 Canada 2 China 181 Germany 4 India 7 Russia 2 United Kingdom 10 United States 38 Global 246

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View Lastest Price from 2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 5-Bromo-1,3,4-thiadiazol-2-ylamine 37566-39-5
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-28

Shaanxi Dideu Medichem Co. Ltd

Product: 5-Bromo-1,3,4-thiadiazol-2-amine 37566-39-5
Price: US $0.00-0.00/KG
Min. Order: 5mg
Purity: 99%HPLC
Supply Ability: 2000tons
Release date: 2020-01-06

37566-39-5, 2-AMINO-5-BROMO-[1,3,4]THIADIAZOLERelated Search:

2-Amino-1,3,4-thiadiazole 5-Amino-1,3,4-thiadiazole-2-thiol 5-bromo-4-fluoro-1H-indazole 5-broMo-1,4-diMethyl-1H-iMidazole 5-(3-FLUOROPHENYL)-1,3,4-THIADIAZOL-2-AMINE 5-PHENYL-[1,3,4]THIADIAZOL-2-YLAMINE 5-isopropyl-1,3,4-thiadiazol-2-amine 2-Amino-5-ethyl-1,3,4-thiadiazole 2-Amino-5-methyl-1,3,4-thiadiazole Ethyl 2-amino-5-bromothiazole-4-carboxylate 2-Bromo-1,3,4-thiadiazole N-(5-BROMO-1,3,4-THIADIAZOL-2-YL)-N'-PHENYLUREA TOSLAB 27614 2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE

5-BROMO-1,3,4-THIADIAZOL-2-AMINE

5-Bromo-1,3,4-thiadiazol-2-ylamine

2-AMINO-5-BROMO-[1,3,4]THIADIAZOLE

TOSLAB 5874

2-amino-4-bromo-1,3,4-thiadiazole

5-bromo-1,3,4-thiadiazol-2-amine(SALTDATA: FREE)

1,3,4-Thiadiazol-2-aMine, 5-broMo-

2-Amino-5-bromo-1,3,4-thiadiazole 95% (HPLC)

2-Amino-5-bromo-1,3,4-thiadiazoL

5-bromo-2-amino-1,3,4-thiadiazole

2-amino-5-bromo-1,2,3-thiadiazole

Bromo-1,3,4-thiadiazol-2-amine

2-Amino-5-bromo-1,3,4-thiadiazole, CAS 37566-39-5

37566-39-5

C2H2BrN3S