ChemicalBook > CAS DataBase List > 6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID

6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID

Product Name
6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID
CAS No.
26018-73-5
Chemical Name
6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID
Synonyms
2-Carboxy-6-chlorobenzo[b]thiophene;6-chlorobenzothiophene-2-carboxylic acid;6-chloro-2-benzothiophenecarboxylic acid;6-Chlorobenzo[b]thiophen-2-carboxylic acid;6-Chlorobenzo[b]thiophene-2-carboxylic acid;6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID;Benzo[b]thiophene-2-carboxylic acid, 6-chloro-;2-Carboxy-6-chlorobenzo[b]thiophene, 2-Carboxy-6-chloro-1-benzothiophene, 2-Carboxy-6-chlorothianaphthene
CBNumber
CB1730610
Molecular Formula
C9H5ClO2S
Formula Weight
212.65
MOL File
26018-73-5.mol
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6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID Property

Melting point:
271-274
Boiling point:
408.6±25.0 °C(Predicted)
Density 
1.546±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Store in freezer, under -20°C
form 
Solid
pka
3.34±0.30(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C9H5ClO2S/c10-6-2-1-5-3-8(9(11)12)13-7(5)4-6/h1-4H,(H,11,12)
InChIKey
AVAGKGZNBMZOLD-UHFFFAOYSA-N
SMILES
C12=CC(Cl)=CC=C1C=C(C(O)=O)S2
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Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
C367278
Product name
6-Chloro-1-benzothiophene-2-carboxylicacid
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
C367278
Product name
6-Chloro-1-benzothiophene-2-carboxylicacid
Packaging
500mg
Price
$65
Updated
2021/12/16
TRC
Product number
C367278
Product name
6-Chloro-1-benzothiophene-2-carboxylicacid
Packaging
1g
Price
$75
Updated
2021/12/16
Apolloscientific
Product number
OR14043
Product name
6-Chlorobenzo[b]thiophene-2-carboxylicacid
Packaging
500mg
Price
$24
Updated
2021/12/16
Matrix Scientific
Product number
047320
Product name
6-Chloro-1-benzothiophene-2-carboxylic acid
Purity
>95%
Packaging
500mg
Price
$26
Updated
2021/12/16
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6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID Chemical Properties,Usage,Production

Synthesis

104795-85-9

26018-73-5

1. To a solution of DMF (7 mL) containing 600 mg (3.23 mmol) of 4-chloro-2-nitrobenzaldehyde was added 559 mg (4.04 mmol) of potassium carbonate and 294 μL (3.23 mmol) of methyl thioglycolate sequentially at 0°C. The reaction mixture was stirred for 30 min. at 0°C followed by continued stirring at room temperature for 24 hours. The reaction mixture was stirred at 0°C for 30 minutes, followed by continued stirring at room temperature for 24 hours. Upon completion of the reaction, the mixture was poured into ice water, the precipitate was collected by filtration, and the precipitate was dissolved in ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate and concentrated to give 630 mg (86% yield) of methyl 6-chlorobenzo[b]thiophene-2-carboxylate as a white solid.1H NMR (CDCl3, 300 MHz): δ 3.95 (s, 3H), 7.88 (dd, J = 8.6, 1.9 Hz, 1H), 7.79 (d, J = 8.6 Hz, 1H), 7.85 (d, J = 8.6 Hz, 1H), 7.79 (d, J = 8.6 Hz, 1H). 7.85 (d, J = 1.9 Hz, 1H), 8.02 (s, 1H). 2. 6.95 mL of aqueous 1N LiOH was added to a 630 mg (2.78 mmol) solution of methyl 6-chlorobenzo[b]thiophene-2-carboxylate in THF (5 mL), and the reaction mixture was stirred for 4 h at room temperature. Upon completion of the reaction, the pH was adjusted to 2-3 with 1N HCl and subsequently extracted with ethyl acetate. The organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give 579 mg (98% yield) of 6-chlorobenzo[b]thiophene-2-carboxylic acid as a white solid.MS (ISP): 211.0 (M-H)-. 3. 139 mg (0.65 mmol) of 6-chlorobenzo[b]thiophene-2-carboxylic acid was converted to 52 mg (0.14 mmol) of (6-chlorobenzo[b]thiophen-2-ylmethyl)-[2-(3,4-dichlorophenyl)ethyl]amine by reference to the method of Example S3 (Steps a to b), the product was a colorless liquid.MS (ISP): 370.0 (M+H )+.

References

[1] Patent: US2007/185113, 2007, A1. Location in patent: Page/Page column 13
[2] Patent: WO2016/100184, 2016, A1. Location in patent: Paragraph 00270
[3] Journal of Medicinal Chemistry, 2007, vol. 50, # 20, p. 4793 - 4807

6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Ethyl Thioglycolate Ethanol N,N-Dimethylformamide 4-CHLORO-2-FLUOROBENZALDEHYDE Potassium carbonate Lithium hydroxide monohydrate Tetrahydrofuran Ethyl acetate

Preparation Products

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View Lastest Price from 6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID manufacturers

Career Henan Chemical Co
Product
6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID 26018-73-5
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-02-16

26018-73-5, 6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACIDRelated Search:

6-chlorobenzo[b]thiophene-2-carbaldehyde Methyl 6-chlorobenzo[b]thiophene-2-carboxylate 3-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID 6-BROMO-3-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID 4-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID 3,6-DICHLORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL 6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLATE 6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID METHYL 6-CHLORO-3-HYDROXYBENZO[B]THIOPHENE-2-CARBOXYLATE ETHYL 3,6-DICHLORO-1-BENZOTHIOPHENE-2-CARBOXYLATE METHYL 3 6-DICHLOROBENZO(B)THIOPHENE-2-& 7-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID 4-BROMO-3-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID 5-chloro-1-benzothiophene-3-carboxylic acid 6-(AMINOSULFONYL)-3-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID 6-CHLORO-4-FLUORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER 3,4,6-trichloro-7-fluorobenzo[b]thiophene-2-carboxylic acid METHYL 3,4,6-TRICHLOROBENZO[B]THIOPHENE-2-CARBOXYLATE

  • 6-chloro-2-benzothiophenecarboxylic acid
  • 6-chlorobenzothiophene-2-carboxylic acid
  • 2-Carboxy-6-chlorobenzo[b]thiophene
  • 2-Carboxy-6-chlorobenzo[b]thiophene, 2-Carboxy-6-chloro-1-benzothiophene, 2-Carboxy-6-chlorothianaphthene
  • 6-CHLORO-1-BENZOTHIOPHENE-2-CARBOXYLIC ACID
  • 6-Chlorobenzo[b]thiophene-2-carboxylic acid
  • Benzo[b]thiophene-2-carboxylic acid, 6-chloro-
  • 6-Chlorobenzo[b]thiophen-2-carboxylic acid
  • 26018-73-5