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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
Molecular Weight:
180.23
MDL Number:
MFCD00005787
MOL File:
1747-60-0.mol
Last updated:2026-01-13 11:12:41
Product description Number Pack Size Price
2-Amino-6-methoxybenzothiazole >98.0%(T) A0715 25g $20
2-Amino-6-methoxybenzothiazole >98.0%(T) A0715 100g $49
2-Amino-6-methoxybenzothiazole >98.0%(T) A0715 500g $149
2-Amino-6-methoxybenzothiazole A611445 1g $135
2-Amino-6-methoxybenzothiazole 415347 1g $403
More product size

2-Amino-6-methoxybenzothiazole Properties

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
form Crystalline Powder
pka pK1: 4.50(+1) (25°C)
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)
EWG's Food Scores 1
FDA UNII LAT2842YVX
EPA Substance Registry System 2-Amino-6-methoxybenzothiazole (1747-60-0)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
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  TSCA listed
HazardClass  IRRITANT
PackingGroup  III
HS Code  29342080
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Toxicity mouse,LD50,intravenous,140mg/kg (140mg/kg),Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 486, 1952.
NFPA 704
1
2 0

2-Amino-6-methoxybenzothiazole price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical A0715 2-Amino-6-methoxybenzothiazole >98.0%(T) 1747-60-0 25g $20 2025-07-31 Buy
TCI Chemical A0715 2-Amino-6-methoxybenzothiazole >98.0%(T) 1747-60-0 100g $49 2025-07-31 Buy
TCI Chemical A0715 2-Amino-6-methoxybenzothiazole >98.0%(T) 1747-60-0 500g $149 2025-07-31 Buy
TRC A611445 2-Amino-6-methoxybenzothiazole 1747-60-0 1g $135 2021-12-16 Buy
Usbiological 415347 2-Amino-6-methoxybenzothiazole 1747-60-0 1g $403 2021-12-16 Buy
Product number Packaging Price Buy
A0715 25g $20 Buy
A0715 100g $49 Buy
A0715 500g $149 Buy
A611445 1g $135 Buy
415347 1g $403 Buy

2-Amino-6-methoxybenzothiazole Chemical Properties,Uses,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

Potassium thiocyanate

333-20-0

p-Anisidine

104-94-9

2-Amino-6-methoxybenzothiazole

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

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Related Qustion

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Q:What is the uses and toxicity of 2-Amino-6-methoxybenzothiazole?Zora - Dec 2,2025
A:2-Amino-6-methoxybenzothiazole is used as a building block in the syntheses of novel series of Schiff bases and 4-thiazolidinones. It was also used in the synthesis of 2-cyano-6-methoxybenzothiazole. It has acute oral toxicity and germ cell mutagenicity.

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2-Amino-6-methoxybenzothiazole pictures 2025-11-19 2-Amino-6-methoxybenzothiazole
1747-60-0
US $0.00-0.00 / kg 1kg 98% 100tons Shandong Vital Biotechnology Co., Ltd.
2-Amino-6-methoxybenzothiazole pictures 2025-06-27 2-Amino-6-methoxybenzothiazole
1747-60-0
US $0.00 / KG 1KG 99% 500000kg Hebei Chuanghai Biotechnology Co., Ltd
2-Amino-6-methoxybenzothiazole pictures 2025-05-26 2-Amino-6-methoxybenzothiazole
1747-60-0
US $5.00-2.00 / KG 1KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
2-amino-6-methoxy-benzothiazol 6-methoxy-2-benzothiazolamin TIMTEC-BB SBB003746 2-AMINO-6-METHOXYBENZOTHIAZOLE 2-AMINO-6-METHOXYBENZOTHIOPHENE 2-BENZOTHIAZOLAMINE, 6-METHOXY- AKOS BBS-00005696 AKOS AUF2099 6-METHOXY-BENZOTHIAZOL-2-YLAMINE 6-METHOXY-2-AMINO-BENZOTHIAZOLE 6-METHOXY-2-BENZOTHIAZOLAMINE 2-Amino-6-methoxybenzothizole 2-AMINO-6-METHOXYBENZOTHIAZOLE, TECH. 2-Amino-6-Methoxybenzothiazole98% 6-METHOXY-1,3-BENZOTHIAZOL-2-AMINE 6-METHOXY-1,3-BENZOTHIAZOL-2-YLAMINE IFLAB-BB F1386-0390 AURORA KA-685 ASISCHEM B88987 2-AMINO-6-METHOXY BENZOTHIAZOLE (CHINESE) 2-Benzothiazolamine,6-methoxy-(9CI) 2-Amino-6-methoxybezothiazole 6-METHOXY-2-BENZOTHIAZOLEAMINE 2-Amino-6-methoxy-1,3-benzothiazole 98% 2-Amino-6-methoxy-1,3-benzothiazole 2-Amino-6-methoxybenzothiazole, 90%,tech 2-Amino-6-methoxybenzothiazole ,99% 2-Amino-6-methoxyben 6-methoxy-1,3-benzothiazol-2-amine(SALTDATA: FREE) 6-Methoxybenzothiazole-2-ylamine 2-AMino-6-Methoxybenzothiazole, 98% 5GR Benzothiazole, 2-amino-6-methoxy- 2-Amino-6-methoxybenzothiazole> 2-Amino-6-methoxybenzothiazoleidoxaline 2-Amino-6-methoxybenzothiazole ISO 9001:2015 REACH 6-METHOXYBENZO[D]THIAZOL-2-AMINE 2-Amino-6-methoxybenzothiazole?New 2-Amino-6-methoxybenzothiazole > 98% puriss for synthesis 2-AMINO-6- METHOXYLBENZOTHIAZOLE 2-amino-6-methoxy-benzthiazole 2-Amino-6-methoxybenzothiazole, 97% 2-Amino-6-methoxy-benzo[d]thiazole 1747-60-0 1747-65-2 747-60-0 1747-91-6 C8H8N2OS Building Blocks Thiazoles Heterocyclic Building Blocks Building Blocks Heterocyclic Building Blocks Thiazoles Heterocyclic Compounds Sulphur Derivatives Intermediates of Dyes and Pigments BENZOTHIAZOLE bc0001