4-Methoxy-2-aminobenzothiazole

Product Name: 4-Methoxy-2-aminobenzothiazole
CAS No.: 5464-79-9
Chemical Name: 4-Methoxy-2-aminobenzothiazole
Synonyms: 15144-A2;AKOS BBS-00007984;TIMTEC-BB SBB000220;4-Methoxybenzothiazol-2-amine;2-amino-4-methoxy-benzothiazol;2-AMINO-4-METHOXYBENZOTHIAZOLE;4-methoxy-2-aminobenzothiazole;2-Benzothiazolamine, 4-methoxy-;2-AMINO-4-METTHOXYBENZOTHIAZOLE;4-METHOXY-BENZOTHIAZOL-2-YLAMINE
CBNumber: CB2128797
Molecular Formula: C8H8N2OS
Formula Weight: 180.23
MOL File: 5464-79-9.mol

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4-Methoxy-2-aminobenzothiazole Property

Melting point:: 153-155 °C (lit.)
Boiling point:: 240°C (rough estimate)
Density: 1.2425 (rough estimate)
refractive index: 1.5690 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
form: Crystalline Powder
pka: 4.09±0.10(Predicted)
color: Beige
Water Solubility: <0.1 g/100 mL at 19.5 ºC
BRN: 141363
InChI: InChI=1S/C8H8N2OS/c1-11-5-3-2-4-6-7(5)10-8(9)12-6/h2-4H,1H3,(H2,9,10)
InChIKey: YEBCRAVYUWNFQT-UHFFFAOYSA-N
SMILES: S1C2=CC=CC(OC)=C2N=C1N
CAS DataBase Reference: 5464-79-9(CAS DataBase Reference)
EPA Substance Registry System: 2-Amino-4-methoxybenzothiazole (5464-79-9)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 20/21/22
Safety Statements: 36
WGK Germany: 3
RTECS: DL2000000
Hazard Note: Harmful
HS Code: 29342000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 138215
Product name: 2-Amino-4-methoxybenzothiazole
Purity: 96%
Packaging: 5g
Price: $150
Updated: 2023/06/20

TCI Chemical

Product number: A2454
Product name: 2-Amino-4-methoxybenzothiazole
Purity: >98.0%(HPLC)
Packaging: 1g
Price: $80
Updated: 2025/07/31

TCI Chemical

Product number: A2454
Product name: 2-Amino-4-methoxybenzothiazole
Purity: >98.0%(HPLC)
Packaging: 5g
Price: $289
Updated: 2025/07/31

TRC

Product number: A634730
Product name: 2-Amino-4-methoxybenzothiazole
Packaging: 500mg
Price: $75
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA10767
Product name: 2-Amino-4-methoxybenzothiazole
Packaging: 1g
Price: $40
Updated: 2021/12/16

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4-Methoxy-2-aminobenzothiazole Chemical Properties,Usage,Production

Chemical Properties

Beige crystalline powder

Uses

2-Amino-4-methoxybenzothiazole is a useful research intermediate for the synthesis of various benzothiazole and aminobenzothiazoles derivatives with antibacterial and antifungal activity.

General Description

Beige chunky solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

An amine, organosulfide. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 4-Methoxy-2-aminobenzothiazole emits very toxic fumes of NOx and SOx.

Fire Hazard

Flash point data for 4-Methoxy-2-aminobenzothiazole are not available. 4-Methoxy-2-aminobenzothiazole is probably combustible.

Biochem/physiol Actions

2-Amino-4-methoxybenzothiazole on condensation reaction with 4-acetamidobenzaldehyde affords tridentate Schiff bases. It reacts with 2,4,6-trichloro 1,3,5-triazine to give 2-(4-methoxybenzothiazol-2′-ylamino)-4-(phenylthioureido)-6-(substitutedthioureido)-1,3,5-triazines.

Synthesis

1516-37-6

5464-79-9

General procedure for the synthesis of 2-amino-4-methoxybenzothiazole from 1-(2-methoxyphenyl)thiourea: 1-(2-methoxyphenyl)thiourea (3.76 g, 0.02 mol) was dissolved in acetic acid (36 ml). To this solution, lithium bromide (2.6 g, 0.03 mol) was added at room temperature, followed by slow dropwise addition of bromine (1 ml, 0.02 mol) under ice bath conditions. The reaction mixture was heated to 40°C and the reaction was stirred at this temperature for 17 hours. After completion of the reaction, the system was cooled to room temperature and allowed to stand for 2 hours. The reaction product was collected by filtration and washed with acetic acid. Finally, the resulting white solid was dried in a vacuum oven to afford the target product 2-amino-4-methoxybenzothiazole (3.5 g, 94.08% yield).

References

[1] Patent: US2016/102066, 2016, A1. Location in patent: Paragraph 0021; 0025; 0027
[2] Medicinal Chemistry Research, 2012, vol. 21, # 7, p. 1136 - 1148
[3] Helvetica Chimica Acta, 1942, vol. 25, p. 515,519
[4] Yakugaku Zasshi, 1940, vol. 60, p. 462,473; dtsch. Ref. S. 184, 189
[5] Chem.Abstr., 1941, p. 452

4-Methoxy-2-aminobenzothiazole Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Methoxy-2-aminobenzothiazole Suppliers

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View Lastest Price from 4-Methoxy-2-aminobenzothiazole manufacturers

Career Henan Chemical Co

Product: 4-Methoxy-2-aminobenzothiazole 5464-79-9
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 200KG
Release date: 2018-08-15

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