ChemicalBook > CAS DataBase List > 2-Amino-6-bromobenzothiazole

2-Amino-6-bromobenzothiazole

Product Name: 2-Amino-6-bromobenzothiazole
CAS No.: 15864-32-1
Chemical Name: 2-Amino-6-bromobenzothiazole
Synonyms: 6-BROMOBENZO[D]THIAZOL-2-AMINE;MB-PP1;AKOS B000348;ART-CHEM-BB B000348;IFLAB-BB F1386-0398;6-bromo-2-benzothiazolamin;2-AMINO-6-BROMO BENTHIAZOLE;2-AMINO-6-BROMOBENZOTHAZOLE;6-Bromo-2-benzothiazolamine;6-Bromobenzothiazol-2-amine
CBNumber: CB7730834
Molecular Formula: C7H5BrN2S
Formula Weight: 229.1
MOL File: 15864-32-1.mol

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2-Amino-6-bromobenzothiazole Property

Melting point:: 213-217 °C (lit.)
Boiling point:: 366.8±34.0 °C(Predicted)
Density: 1.836±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: soluble in Methanol
pka: 3.30±0.10(Predicted)
form: Powder
color: White
InChI: InChI=1S/C7H5BrN2S/c8-4-1-2-5-6(3-4)11-7(9)10-5/h1-3H,(H2,9,10)
InChIKey: VZEBSJIOUMDNLY-UHFFFAOYSA-N
SMILES: S1C2=CC(Br)=CC=C2N=C1N
CAS DataBase Reference: 15864-32-1(CAS DataBase Reference)
NIST Chemistry Reference: 2-Amino-6-bromobenzothiazole(15864-32-1)
EPA Substance Registry System: 2-Benzothiazolamine, 6-bromo- (15864-32-1)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 22-36-43
Safety Statements: 26-36/37
WGK Germany: 3
TSCA: Yes
HazardClass: IRRITANT
HS Code: 29342000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

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.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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: 538507
Product name: 2-Amino-6-bromobenzothiazole
Purity: 97%
Packaging: 1g
Price: $30.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: 538507
Product name: 2-Amino-6-bromobenzothiazole
Purity: 97%
Packaging: 5g
Price: $41.68
Updated: 2025/07/31

TCI Chemical

Product number: A2379
Product name: 2-Amino-6-bromobenzothiazole
Purity: >97.0%(GC)(T)
Packaging: 5g
Price: $133
Updated: 2025/07/31

Sigma-Aldrich

Product number: 538507
Product name: 2-Amino-6-bromobenzothiazole
Purity: 97%
Packaging: 25g
Price: $198
Updated: 2023/06/20

TRC

Product number: A602495
Product name: 2-Amino-6-bromobenzothiazole
Packaging: 1g
Price: $55
Updated: 2021/12/16

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2-Amino-6-bromobenzothiazole Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

2-Amino-6-bromobenzothiazole may be used in the synthesis of the following

2-amino-6-arylbenzothiazole compounds:
6-p-tolylbenzo[d]thiazole-2-amine
6-(4chlorophenyl)benzo[d]thiazole-2-amine
6-(4-methoxyphenyl)benzo[d]thiazole-2-amine
6-(3,5-bis(triflouromethyl)phenyl)benzo[d]thiazole-2-amine
6-phenylbenzo[d]thiazole-2-amine

It may be employed as a ligand (L) in the synthesis of organometallic derivatives of Rh(I) [Rh(CO)₂(L)(Cl)].

General Description

Reaction of 4-bromoaniline with acetic acid and potassium thiocynate in solution of bromine in acetic acid yields 2-amino-6-bromobenzothiazole. 2-Amino-6-bromobenzothiazole can also be synthesized from 2-aminobenzothiazole via monobromination with silica-supported quinolinium tribromide.

Synthesis

333-20-0

106-40-1

15864-32-1

General procedure for the synthesis of 2-amino-6-bromobenzothiazole from potassium thiocyanate and 4-bromoaniline: a solution of 4-bromoaniline (2 mmol) in acetonitrile (15 mL) was slowly added to a solution of potassium thiocyanate (8 mmol) in acetonitrile (15 mL). Subsequently, nano BF3/SiO2 catalyst (0.06 g, 30 mol% BF3) was added to the reaction system and the mixture was placed in an ice-salt bath and mechanically stirred for 30 min. A solution of bromine (4 mmol, 0.2 mL) in acetonitrile (3 mL) was slowly added through a dropping funnel, and the rate of dropping was controlled to ensure that the reaction temperature did not exceed 0 °C. After the addition of the bromine solution, the reaction was continued to be stirred at room temperature for 4 h, during which the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was poured into water, heated in a 70 °C water bath and then thermally filtered to remove the catalyst. The recovered catalyst was washed with acetone and reused. The filtrate was neutralized with 10% NaOH solution, the precipitate was collected by filtration, dried and recrystallized from ethanol (10 mL) to give the target product 2-amino-6-bromobenzothiazole. The product was characterized by physical and spectroscopic data and confirmed by comparison with known samples.6-Bromo-1,3-benzothiazol-2-amine (2e) was a yellow solid with 93% yield and melting point 202-204 °C (literature value 203 °C).FT-IR (KBr, cm-1 ): 3315, 3012, 2835, 1580, 1476, 1261, 920, 742, 512. 1H NMR (400 MHz, CDCl3, δ ppm): 5.44 (s, 2H, NH2), 7.4-7.5 (d, 2H, Ar-H), 7.71 (s, 1H, Ar-H). 13C NMR (100 MHz, DMSO-d6, δ ppm): 119, 120.9, 125.15, 126.07 , 133.1, 152.15, 167.75.

References

[1] Synlett, 2012, vol. 23, # 15, p. 2219 - 2222
[2] Research on Chemical Intermediates, 2016, vol. 42, # 12, p. 7855 - 7868
[3] European Journal of Medicinal Chemistry, 2008, vol. 43, # 5, p. 1114 - 1122
[4] European Journal of Medicinal Chemistry, 2012, vol. 47, # 1, p. 239 - 254
[5] European Journal of Medicinal Chemistry, 2012, vol. 53, p. 41 - 51

2-Amino-6-bromobenzothiazole Preparation Products And Raw materials

Raw materials

Sodium thiocyanate Bromine Acetic acid Sodium hydroxide 4-Bromoaniline

Preparation Products

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View Lastest Price from 2-Amino-6-bromobenzothiazole manufacturers

R&D Scientific Inc.

Product: 2-Amino-6-bromo benthiazole 15864-32-1
Price: US $1350.00/Kg
Min. Order: 1Kg
Purity: 98
Supply Ability: 500 Kg
Release date: 2024-04-01

Career Henan Chemical Co

Product: 2-Amino-6-bromobenzothiazole 15864-32-1
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 200KG
Release date: 2018-08-15

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AKOS B000348

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2-AMINO-6-BROMO BENTHIAZOLE

2-AMINO-6-BROMOBENZOTHIAZOLE

ART-CHEM-BB B000348

6-bromo-1,3-benzothiazol-2-amine hydrochloride

IFLAB-BB F1386-0398

2-AMINO-6-BROMOBENZOTHAZOLE

6-Bromo-2-benzothiazolamine

6-Bromobenzothiazol-2-amine

2-Amino-6-bromo-1,3-benzothiazole

6-bromo-1,3-benzothiazol-2-amine(SALTDATA: FREE)

MB-PP1

2-Amino-6-bromobenzothiazole &gt

2-Amino-6-bromobenzo[d]thiazole

15864-32-1

15864-31-1

1584-32-1

C7H5BrN2S

C7H5N2BrS

Thiazoles

Heterocyclic Building Blocks

Halogenated Heterocycles

Building Blocks

Halogenated Heterocycles

Heterocyclic Building Blocks

Thiazoles

ThiazolesHeterocyclic Building Blocks