2-Amino-6-methoxybenzothiazole

Uses

Product Name: 2-Amino-6-methoxybenzothiazole
CAS No.: 1747-60-0
Chemical Name: 2-Amino-6-methoxybenzothiazole
Synonyms: 6-METHOXYBENZO[D]THIAZOL-2-AMINE;AKOS AUF2099;AURORA KA-685;ASISCHEM B88987;AKOS BBS-00005696;TIMTEC-BB SBB003746;IFLAB-BB F1386-0390;2-Amino-6-methoxyben;6-methoxy-2-benzothiazolamin;6-METHOXY-2-BENZOTHIAZOLAMINE
CBNumber: CB0152684
Molecular Formula: C8H8N2OS
Formula Weight: 180.23
MOL File: 1747-60-0.mol

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2-Amino-6-methoxybenzothiazole Property

Melting point:: 165-167 °C (lit.)
Boiling point:: 240°C
Density: 1.2425 (rough estimate)
refractive index: 1.5690 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: very slightly in Methanol
pka: pK1: 4.50(+1) (25°C)
form: Crystalline Powder
color: White to beige
Water Solubility: <0.1 g/100 mL at 21 ºC
Stability:: Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
InChI: InChI=1S/C8H8N2OS/c1-11-5-2-3-6-7(4-5)12-8(9)10-6/h2-4H,1H3,(H2,9,10)
InChIKey: KZHGPDSVHSDCMX-UHFFFAOYSA-N
SMILES: S1C2=CC(OC)=CC=C2N=C1N
CAS DataBase Reference: 1747-60-0(CAS DataBase Reference)
EPA Substance Registry System: 2-Amino-6-methoxybenzothiazole (1747-60-0)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38-20/21/22
Safety Statements: 26-36
RIDADR: 2811
WGK Germany: 3
RTECS: DL2100000
TSCA: Yes
HazardClass: IRRITANT
PackingGroup: III
HS Code: 29342080
Toxicity: mouse,LD50,intravenous,140mg/kg (140mg/kg),Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 486, 1952.

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

TCI Chemical

Product number: A0715
Product name: 2-Amino-6-methoxybenzothiazole
Purity: >98.0%(T)
Packaging: 25g
Price: $20
Updated: 2025/07/31

TCI Chemical

Product number: A0715
Product name: 2-Amino-6-methoxybenzothiazole
Purity: >98.0%(T)
Packaging: 100g
Price: $49
Updated: 2025/07/31

TCI Chemical

Product number: A0715
Product name: 2-Amino-6-methoxybenzothiazole
Purity: >98.0%(T)
Packaging: 500g
Price: $149
Updated: 2025/07/31

TRC

Product number: A611445
Product name: 2-Amino-6-methoxybenzothiazole
Packaging: 1g
Price: $135
Updated: 2021/12/16

Usbiological

Product number: 415347
Product name: 2-Amino-6-methoxybenzothiazole
Packaging: 1g
Price: $403
Updated: 2021/12/16

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

Uses

2-Amino-6-methoxybenzothiazole is an intermediate used to prepare novel series of Schiff bases and 4-thiazolidinones. It is also used in the synthesis of 2-cyano-6-methoxybenzothiazole.

Chemical Properties

off-white to tan-coloured powder

Uses

2-Amino-6-methoxybenzothiazole was used as building block in the syntheses of novel series of Schiff bases and 4-thiazolidinones. It was used in the synthesis of 2-cyano-6-methoxybenzothiazole, key intermediate for the synthesis of firefly luciferin.

General Description

Fine off-white to light tan powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Amino-6-methoxybenzothiazole may be sensitive to exposure to light. 2-Amino-6-methoxybenzothiazole is incompatible with strong oxidizers.

Fire Hazard

Flash point data for 2-Amino-6-methoxybenzothiazole are not available; however, 2-Amino-6-methoxybenzothiazole is probably combustible.

Synthesis

333-20-0

104-94-9

1747-60-0

0.1 mole of p-aminoanisole and 0.1 mole of potassium thiocyanate (KCNS) were dissolved in 100 mL of glacial acetic acid (AcOH) and the mixture was cooled and stirred in an ice bath for 10-20 minutes. Subsequently, 0.1 mol of bromine in glacial acetic acid solution was slowly added dropwise, with the rate of dropwise acceleration controlled to maintain the reaction temperature below 10 °C. After the dropwise addition was completed, the reaction mixture was stirred at room temperature for 2-4 hours. After completion of the reaction, the resulting hydrobromide (HBr) salt was separated by filtration, washed with glacial acetic acid and dried. The dried salt was dissolved in hot water and alkalized by adjusting the pH to 11.0 with ammonia solution (NH4OH). The precipitate precipitated was filtered, washed with water and dried to give the target product 2-amino-6-methoxybenzothiazole. The reaction process was monitored by thin layer chromatography (TLC) using toluene: acetone (8:2) as unfolding agent.

References

[1] Synlett, 2012, vol. 23, # 15, p. 2219 - 2222
[2] Synlett, 2009, # 16, p. 2682 - 2684
[3] Heterocyclic Communications, 2018, vol. 24, # 5, p. 255 - 258
[4] Phosphorus, Sulfur and Silicon and the Related Elements, 2008, vol. 183, # 5, p. 1124 - 1133
[5] European Journal of Medicinal Chemistry, 2008, vol. 43, # 5, p. 1114 - 1122

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

Raw materials

Industrial hydrochloric acid P-methoxybenzyl thiourea Disulfur dichloride Sodium thiocyanate Congo red paper Phenolphthalein Water p-Anisidine Aniline 4-METHOXYPHENYLTHIOUREA

Preparation Products

BASIC BLUE 41 (C.I. 11105) 6-Methoxy-3-methyl-2(3H)-benzothiazolone hydrazone Basic Blue 162 Catonic Dark Yellow 2RL

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

Sichuan Zhuoyu Yantang Technology Co., Ltd.

Product: 2-Amino-6-methoxybenzothiazole 1747-60-0
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2025-08-13

Hebei Fengjia New Material Co., Ltd

Product: 2-Amino-6-methoxybenzothiazole 1747-60-0
Price: US $5.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 10000
Release date: 2024-08-14

Hebei Chuanghai Biotechnology Co., Ltd

Product: 2-Amino-6-methoxybenzothiazole 1747-60-0
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-11-04

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C8H8N2OS

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BENZOTHIAZOLE

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