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methyl 2-bromobenzo[d]thiazole-6-carboxylate

Product Name
methyl 2-bromobenzo[d]thiazole-6-carboxylate
CAS No.
1024583-33-2
Chemical Name
methyl 2-bromobenzo[d]thiazole-6-carboxylate
Synonyms
2-bromobenzo[d]thiazole-6-carboxylate;Methyl 2-bromobenzo[d]thiazole-6-carboxylat;methyl 2-bromobenzo[d]thiazole-6-carboxylate;methyl 2-bromo-1,3-benzothiazole-6-carboxylate;2-BroMo-benzothiazole-6-carboxylic acid Methyl ester;6-Benzothiazolecarboxylic acid, 2-bromo-, methyl ester
CBNumber
CB82489812
Molecular Formula
C9H6BrNO2S
Formula Weight
272.12
MOL File
1024583-33-2.mol
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methyl 2-bromobenzo[d]thiazole-6-carboxylate Property

Boiling point:
367.2±34.0 °C(Predicted)
Density 
1.697
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-1.43±0.10(Predicted)
Appearance
Off-white to yellow Solid
InChI
InChI=1S/C9H6BrNO2S/c1-13-8(12)5-2-3-6-7(4-5)14-9(10)11-6/h2-4H,1H3
InChIKey
XYBYYJDNPLGJSA-UHFFFAOYSA-N
SMILES
S1C2=CC(C(OC)=O)=CC=C2N=C1Br
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M295533
Product name
Methyl2-bromobenzo[d]thiazole-6-carboxylate
Packaging
50mg
Price
$50
Updated
2021/12/16
Matrix Scientific
Product number
076317
Product name
Methyl 2-bromobenzo[d]thiazole-6-carboxylate
Purity
95+%
Packaging
250mg
Price
$231
Updated
2021/12/16
Matrix Scientific
Product number
076317
Product name
Methyl 2-bromobenzo[d]thiazole-6-carboxylate
Purity
95+%
Packaging
1g
Price
$500
Updated
2021/12/16
AK Scientific
Product number
X8617
Product name
Methyl2-bromobenzo[d]thiazole-6-carboxylate
Packaging
10g
Price
$770
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0050089
Product name
METHYL 2-BROMOBENZO[D]THIAZOLE-6-CARBOXYLATE
Purity
95.00%
Packaging
250MG
Price
$831.6
Updated
2021/12/16
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methyl 2-bromobenzo[d]thiazole-6-carboxylate Chemical Properties,Usage,Production

Synthesis

66947-92-0

1024583-33-2

General procedure for the synthesis of methyl 2-bromobenzothiazole-6-carboxylate from methyl 2-aminobenzothiazole-6-carboxylate: to a solution of methyl 2-aminobenzothiazole-6-carboxylate (1.11 g, 5 mmol) and copper(II) bromide (2.23 g, 10 mmol) in acetonitrile (50 mL) was added slowly at 0 °C tert-butyl nitrite (1.32 mL, 10 mmol). The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the mixture was extracted with ethyl acetate. The organic phase was washed sequentially with saturated sodium bicarbonate solution and brine. The solvent was removed by concentration under reduced pressure and the crude product was purified by fast column chromatography (eluent: hexane/ethyl acetate, 10:1, v/v) to afford methyl 2-bromobenzothiazole-6-carboxylate. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 8.53 (d, 1H), 8.15 (dd, 1H), 8.01 (d, 1H), 4.42 (q, 2H), 1.42 (t, 3H). Mass spectrum (ESI) m/z: 271.9 ([M + H]+).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 7, p. 2324 - 2328
[2] Patent: WO2008/124393, 2008, A1. Location in patent: Page/Page column 33-34
[3] Patent: WO2018/39386, 2018, A1. Location in patent: Page/Page column 138; 139
[4] Patent: US2014/200215, 2014, A1. Location in patent: Paragraph 0984; 0986

methyl 2-bromobenzo[d]thiazole-6-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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methyl 2-bromobenzo[d]thiazole-6-carboxylate Suppliers

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1024583-33-2, methyl 2-bromobenzo[d]thiazole-6-carboxylateRelated Search:


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  • 2-bromobenzo[d]thiazole-6-carboxylate
  • Methyl 2-bromobenzo[d]thiazole-6-carboxylat
  • 2-BroMo-benzothiazole-6-carboxylic acid Methyl ester
  • 6-Benzothiazolecarboxylic acid, 2-bromo-, methyl ester
  • methyl 2-bromo-1,3-benzothiazole-6-carboxylate
  • 1024583-33-2