 Home > Encyclopedia > 2-Mercaptobenzoxazole

2-Mercaptobenzoxazole

2-Mercaptobenzoxazole structure

CAS No:
2382-96-9
Formula:
C7H5NOS
Chemical Name:
2-Mercaptobenzoxazole
Synonyms:
2(3H)-Benzoxazolethione;2-Benzoxazolethiol;2-Benzoxazolinethione;Benzoxazole,2-mercapto-;2-Mercaptobenzoxazole;Benzoxazolinethione;2-Mercapto-1,3-benzoxazole;2-Benzoxazolethione;2-Benzoxazolylthiol;2,3-Dihydrobenzoxazole-2-thione;1,3-Benzoxazole-2(3H)-thione;1,3-Benzoxazoline-2-thione;NSC 209084;NSC 2128;1,3-Benzoxazole-2-thiol;MBO;3H-Benzoxazole-2-thione;Benzo[d]oxazole-2-thiol;2,3-Dihydro-1,3-benzoxazole-2-thione;2-Mercaptobenzo[d]oxazole;14955-23-8
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Request for Quotation

Description

beige crystalline powder

2-Mercaptobenzoxazole Basic Attributes

Molecular Weight：

151.19

Exact Mass：

151.19

EC Number：

219-191-9

UNII：

7PFU48RAFX

NSC Number：

209084|2128

DSSTox ID：

DTXSID8062363

HScode：

2934999090

Characteristics

PSA：

53.4

XLogP3：

1.8

Appearance：

Solid. With a stench.

Density：

1.3±0.1 g/cm3

Melting Point：

196 °C

Boiling Point：

247.3ºC at 760mmHg

Flash Point：

105.6±22.6 °C

Refractive Index：

1.686

Water Solubility：

SLIGHTLY SOLUBLE

Storage Conditions：

Store in a cool, dry place. Store in a tightly closed container.

Vapor Pressure：

0.0258mmHg at 25°C

Safety Information

wgk germany：

hazard class code：

R36/37/38

safety instructions：

S22-S24/25-S25-S24

RTECS Number：

DM4882500

Marks：

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (80%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 5 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

2-mercaptobenzoxazole

2-Mercaptobenzoxazole Use and Manufacturing

Methods of Manufacturing

Add 15 mL of ethanol, 3 mL of water, 10 mmol of o-aminophenol, 10 mmol of carbon disulfide, 10 mmol of potassium hydroxide.The reaction temperature was 80 ° C of a solvent, and the mixture was heated under reflux for 3 hours.Add a small amount of zeolite and filter it hot.The filtrate was warmed to 70 ° C and poured into a beaker containing 10 ml of warm water.The temperature of warm water is 60-70 ° C, after adding 1.5-2 mL of acetic acid, Place the beaker in ice water and cool the precipitate.White transparent needle crystals, After filtration and drying, 1.23 g of 2-mercaptobenzoxazole was obtained in a yield of 81percent.In a 100ml round bottom one neck flask was chargedwith 2.20g (20 mmol) of o-aminophenol and 40 ml ofabsolute ethanol was added and the contents were stirred for15 minutes. In the meanwhile, 2.0g (29 mmol) of potassiumhydroxide pellets was powdered and transferred into the flask followed by 15 ml of carbon disulfide. The mixturewas refluxed for 8- 10 hours when a grayish yellow coloredprecipitate appeared. The contents were cooled to roomtemperature and the solvent was rotary evaporated to yield asolid product. This product was carefully transferred into abeaker and 75 ml of water was added when a clear solutionresulted. The clear solution was acidified by adding aceticacid when a precipitate appeared. The precipitate was filteredand then washed with 3x50 ml of water and dried in vacuumover night. A light yellowish powder was obtained: yield2.3g, (yield 77percent).To a solution of o-amino phenol (10 mmol, 1.09 g) and KOH (10 mmol, 0.56 g) in ethanol (50 mL) was added CSBenzoxazole 119.12 mg (1.0 mmol) and 1, 3-propanedithiol 325 μL (3.0 mmol), potassium hydroxide 280.55 mg (5.0 mmol), 3 mL DMSO, placed in a reaction tube equipped with a magnetic stir bar The mixture was sealed with argon, heated and stirred, and reacted in an oil bath at 130 ° C for 12 hours. After the reaction is completed, the reaction solution is transferred to a separating funnel with water washing, an appropriate amount of dilute sulfuric acid is added, the pH of the aqueous phase is adjusted to 1-3, and the organic phase is extracted with ethyl acetate, and the upper organic phase is transferred with anhydrous magnesium sulfate. dry.The mixture was decanted under reduced pressure and subjected to column chromatography to give a brown solid product (140 mg).The yield was 92.6percent.General procedure: 2-Aminophenol (1.0 mmol), K2CO3 (3.0 mmol) was dissolved in DMF (3 mL) in a dried tube, equipped with a magnetic stirring bar and a septum. The mixture was stirred for 5 minutes, and then TMTD (0.6 mmol) was added. The reaction mixture was then heated at 120 °C and checked by TLC until the starting material was finished (around 12 hours). The reaction was cooled down to room temperature, and then quenched with sat. NH4Cl solution and extracted with ethyl acetate, dried over anhydrous Na2SO4 and evaporated under vacuum. The residue was purified by flash column chromatography to afford the desired product.

Manufacturing Info：

2(3H)-Benzoxazolethione: ACTIVE

Computed Properties

Molecular Weight:151.19
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:151.00918496
Monoisotopic Mass:151.00918496
Topological Polar Surface Area:53.4
Heavy Atom Count:10
Complexity:160
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of 2-Mercaptobenzoxazole

HANGZHOU TIANYE CHEMICALS CO., LTD Contact Supplier

CN
3 YRS

Business licensed

Trader Supplier of Di-n-butyl naphthalene-2,6-dicarboxylate

2-Mercaptobenzoxazole.99

CAS No.: 2382-96-9

Grade: Pharmaceutical Grade

Content: 98%

Inquiry
Guangzhou Yaoguang Technology Co., Ltd. Contact Supplier

CN
5 YRS

Business licensed Certified factory

Manufactory Supplier of Custom Synthetic Chemicals,Biological Stains,Pharmaceutical Intermediates,Cosmetic Grade Chemicals,Enzyme,Nucleosides,Indicators,Speciality Chemicals,Biological Chemicals,Enzyme Substrates

2-Mercaptobenzoxazole, CAS:2382-96-9

Unit Price: $20-22 /KG FOB

CAS No.: 2382-96-9

Grade: Reagent Grade

Content: 99%

Inquiry
NANTONG REFORM PETRO-CHEMICAL CO.,LTD Contact Supplier

CN
4 YRS

Business licensed Certified factory

Manufactory Supplier of Flavors & Fragrances,Catalyst & Auxiliary,Intermediates,Dyes & Pigments,Inorganic Chemistry,petro chemicals,Surfactant,Food Additives,Water Treatment Chemicals

2-Mercaptobenzoxazole

CAS No.: 2382-96-9

Grade: Industrial Grade

Content: 99%

Inquiry
Shandong Ailike New Material Technology Contact Supplier

CN
2 YRS

Business licensed

Trader Supplier of API,Antibiotics,Anti cancer category

2-Mercaptobenzoxazole

CAS No.: 2382-96-9

Grade: pharmaceutical grade

Content: 99%

Inquiry