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10002-44-5

10002-44-5

Identification

  • Product Name:Benzothiazole,2-(3-methoxyphenyl)-

  • CAS Number: 10002-44-5

  • EINECS:

  • Molecular Weight:241.313

  • Molecular Formula:C14H11 N O S

  • HS Code:2934999090

  • Mol File:10002-44-5.mol

Synonyms:Benzothiazole,2-(m-methoxyphenyl)- (7CI); 2-(3-Methoxyphenyl)benzo[d]thiazole;2-(3-Methoxyphenyl)benzothiazole; 2-(3'-Methoxyphenyl)benzothiazole

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:2-(3-METHOXYPHENYL)-1,3-BENZOTHIAZOLE 95.00%
  • Packaging:5MG
  • Price:$ 498.93
  • Delivery:In stock
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Relevant articles and documentsAll total 78 Articles be found

Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

Bai, Jin,Yan, Sijia,Zhang, Zhuxia,Guo, Zhen,Zhou, Cong-Ying

supporting information, p. 4843 - 4848 (2021/06/28)

A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.

Tuning the Excited State of Tetradentate Pd(II) and Pt(II) Complexes through Benzannulated N-Heteroaromatic Ring and Central Metal

Fang, Xiaoli,Guo, Hua,Li, Guijie,Lou, Weiwei,She, Yuanbin,Sun, Yulu,Yang, Yun-Fang,Zhang, Qisheng

, p. 223 - 234 (2021/12/16)

A series of tetradentate Pd(II) and Pt(II) complexes containing fused 5/6/6 metallocycles with phenyl N-heteroaromatic benzo[d]imidazole (pbiz), benzo[d]oxazole (pboz) or benzo[d]thiazole (pbthz)-containing ligands was developed. Systematic studies by exp

KOtBu-Promoted Halogen-Bond-Assisted Intramolecular C-S Cross-Coupling of o-Iodothioanilides for the Synthesis of 2-Substituted Benzothiazoles

Nandy, Anuradha,Sekar, Govindasamy

, p. 15825 - 15834 (2021/11/01)

An efficacious and mild KOtBu-promoted intramolecular C-S cross-coupling of ortho-iodothioanilides in conjunction with a catalytic quantity of phenanthroline as an additive has been described for the convenient synthesis of 2-substituted benzothiazoles. The methodology is suitable for attaining a wide variety of 2-alkyl- and 2-aryl-substituted benzothiazoles. Single-crystal XRD, DFT calculations, NMR, and UV studies suggest that halogen bonds between the units of ortho-iodothioanilides may assist in the electron transfer process.

K2S2O8activation by glucose at room temperature for the synthesis and functionalization of heterocycles in water

Hunjan, Mandeep Kaur,Laha, Joydev K.

, p. 8437 - 8440 (2021/09/02)

While persulfate activation at room temperature using glucose has primarily been focused on kinetic studies of the sulfate radical anion, the utilization of this protocol in organic synthesis is rarely demonstrated. We reinvestigated selected K2S2O8-mediated known organic reactions that invariably require higher temperatures and an organic solvent. A diverse, mild functionalization and synthesis of heterocycles using the inexpensive oxidant K2S2O8 in water at room temperature is reported, demonstrating the sustainability and broad scope of the method. Unlike traditional methods used for persulfate activation, the current method uses naturally abundant glucose as a K2S2O8 activator, avoiding the use of higher temperature, UV light, transition metals or bases.

Diversity in Heterocycle Synthesis Using α-Iminocarboxylic Acids: Decarboxylation Dichotomy

Hunjan, Mandeep Kaur,Laha, Joydev K.

, (2022/02/07)

Despite the structural similarity with imines, α-iminocarboxylic acids have seldom been used in heterocycles synthesis. The reactions of ortho-substituted anilines and arylglyoxylic acids in DMSO at 40 °C gave various benzo-fused five- to six-membered N-heterocycles in good to excellent yields. The reaction proceeds via intramolecular Michael addition of α-iminocarboxylic acids, generated in situ, with an ortho-substituted nucleophile, yielding an isolable unprecedented tetrahedral carboxylic acids, which upon decarboxylation without any aid of additional reagents forms the N-heterocycles. DMSO is crucial in this reaction, perhaps because of improved solubility and the ease of decarboxylation of these tetrahedral carboxylic acids. However, a copper-catalyzed reaction of ortho-substituted anilines and 2-bromoarylglyoxylic acids gave a dibenzo-fused seven-membered N-heterocycle under a basic reaction condition. Unlike intramolecular cyclization with α-iminocarboxylic acids in the first case, α-iminocarboxylic acid undergoes a competitive decarboxylation under the copper-catalyzed conditions, which upon subsequent heteroarylation form the heterocycles. Taken together, the study described herein represents two different modes of decarboxylation observed with α-iminocarboxylic acids, leading to the synthesis of divergent heterocycles and pharmaceuticals, which remained unexplored previously.

Process route upstream and downstream products

Process route

3-methoxybenzonitrile
1527-89-5

3-methoxybenzonitrile

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With zinc(II) acetate dihydrate;Inneat (no solvent);at 120 ℃; for 18h; under 7600.51 Torr; Autoclave; Inert atmosphere; Green chemistry;
85%
With sodium hydride;Yield given. Multistep reaction; 1.) THF, RT, 15 min, 2.) THF, 60 deg C, 3 h;
2-iodophenylamine
615-43-0

2-iodophenylamine

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) choride dihydrate; potassium carbonate; sulfur;Inwater;at 100 ℃; for 24h;
85%
With potassium carbonate; thiourea;Inwater;at 100 ℃; for 6h; Green chemistry;
80%
3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With Cu(II) containing nanosilica triazine dendrimer;Inneat (no solvent);at 20 ℃; for 0.666667h; Catalytic behavior;
96%
With 1-pentyl-3-methylimidazolium bromide; for 0.05h; microwave irradiation;
95%
With copper(II) particles immobilized on nanosilica thiolated dendritic polymer;Inethyl acetate;at 25 ℃; for 0.583333h; Catalytic behavior;
95%
With laccase; 2,3-dicyano-5,6-dichloro-p-benzoquinone;Inaq. phosphate buffer;at 20 ℃; for 1h; pH=5; Green chemistry; Enzymatic reaction;
93%
With Yb/MCM-41 molecular sieve;Inethanol;at 80 ℃; for 4h;
92%
With aminosulfonic acid; oxygen;Inethanol;at 80 ℃; for 6h;
88.5%
With alumina; at 120 ℃; for 1h;
85%
3-methoxy-benzaldehyde; 2-amino-benzenethiol;Inneat (no solvent);for 0.0333333h; Green chemistry;
With bis-[(trifluoroacetoxy)iodo]benzene;Inneat (no solvent);for 0.05h; Reagent/catalyst; Time; Green chemistry;
85%
3-methoxy-benzaldehyde; 2-amino-benzenethiol;Inneat (no solvent);at 50 ℃; for 1h; Green chemistry;
With o-benzenedisulfonimide;Inneat (no solvent);at 50 ℃; for 3.5h; Green chemistry;
84%
With toluene-4-sulfonic acid;Inchloroform;for 24h; Heating;
82%
With polymer-supported Nickel(II) Schiff base complex;Inwater;at 50 ℃; for 12h; Inert atmosphere;
82%
With oxygen;Inethanethiol;at 85 ℃; for 60h;
82%
With air;Inethyl acetate;at 20 ℃; Irradiation;
81%
With sodium metabisulfite;Indimethyl sulfoxide;at 120 ℃; for 0.416667h;
80%
With acetic acid;Reflux;
75%
With sodium metabisulfite;Indimethyl sulfoxide;at 120 ℃; for 1h;
71%
With perchloric acid-doped polyaniline;Inethanol;for 3h; Reflux;
70%
With 4-methyl-2-pentanone;Inmethanol;for 8h; Reflux;
63.2%
With toluene-4-sulfonic acid;Inchloroform;for 24h; Heating;
With toluene-4-sulfonic acid;Inwater;at 70 ℃;
80 %Spectr.
With Co(II) complex of Schiff base formed by pyridoxal 5'-phosphate with amine modified mesoporous SBA-15;Inwater;at 100 ℃; for 3h; Green chemistry;
bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

3-METHOXYBENZYLAMINE
5071-96-5

3-METHOXYBENZYLAMINE

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With sulfur; triethylamine;Inneat (no solvent);at 100 ℃; for 24h; Inert atmosphere;
76%
N-(2-bromophenyl)-3-methoxybenzothioamide
1246887-37-5

N-(2-bromophenyl)-3-methoxybenzothioamide

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With 1,1'-binaphthalene-2,2'-diamine; caesium carbonate; copper dichloride;Inacetonitrile;at 82 ℃; for 27h; Inert atmosphere;
95%
With sodium phosphate;Indimethyl sulfoxide;at 20 ℃; for 5h; Inert atmosphere; Irradiation;
95%
With sodium phosphate;Indimethyl sulfoxide;for 5h; Inert atmosphere; Irradiation;
95%
2-iodophenylamine
615-43-0

2-iodophenylamine

m-methoxybenzyl chloride
824-98-6

m-methoxybenzyl chloride

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With copper(II) acetate monohydrate; sodium carbonate; sulfur;Indimethyl sulfoxide;at 130 ℃; for 24h; Schlenk technique; Inert atmosphere;
96%
3-methoxy-N-phenylbenzenecarbothioamide

3-methoxy-N-phenylbenzenecarbothioamide

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With g-C3N4; air;Inwater;at 20 ℃; for 10h; Irradiation;
90%
With graphitic carbon nitride;Indimethyl sulfoxide;at 20 ℃; for 10h; Irradiation;
87%
With rubidium carbonate; tris-(dibenzylideneacetone)dipalladium(0); oxygen; tris-(o-tolyl)phosphine;Inwater;at 40 ℃; for 24h; under 760.051 Torr;
86%
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene;InN,N-dimethyl-formamide;at 20 ℃; for 24h; Irradiation;
84%
With sodium hydroxide; potassium hexacyanoferrate(III); for 0.5h; Heating;
80%
With sodium hydroxide; potassium hexacyanoferrate(III); for 3h; Mechanism; Heating; var. thiobenzanilides;
80%
With copper(l) iodide; tetrabutylammomium bromide; palladium(II) bromide;In1-methyl-pyrrolidin-2-one; dimethyl sulfoxide;at 120 ℃; for 2h; Inert atmosphere;
63%
With sodium hydroxide; potassium hexacyanoferrate(III);
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

3-methoxyphenylboronic acid
10365-98-7,1107579-37-2

3-methoxyphenylboronic acid

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With iron(III) oxide; copper(l) iodide; 1,10-Phenanthroline; di-tert-butyl peroxide; lithium tert-butoxide;Intoluene;at 110 ℃; for 12h; Schlenk technique; Sealed tube; Green chemistry;
45%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With tert.-butylhydroperoxide; N-chloro-succinimide;Indecane; dimethyl sulfoxide;at 120 ℃; for 12h; Inert atmosphere;
54%
With tert.-butylhydroperoxide; N-chloro-succinimide;Indecane; dimethyl sulfoxide;at 120 ℃; for 10h; Schlenk technique;
54%
2-iodophenylamine
615-43-0

2-iodophenylamine

m-methoxyphenylacetic acid
1798-09-0

m-methoxyphenylacetic acid

2-(3'-methoxyphenyl)benzothiazole
10002-44-5

2-(3'-methoxyphenyl)benzothiazole

Conditions
ConditionsYield
With copper(II) acetate monohydrate; sulfur; sodium hydroxide;Indimethyl sulfoxide;at 130 ℃; for 24h; Sealed tube; Inert atmosphere;
59%

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