ChemicalBook > CAS DataBase List > 4-Methoxy-2-aminobenzothiazole

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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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

5464-79-9, 4-Methoxy-2-aminobenzothiazoleRelated Search:


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