Home Cart 0 Sign in  

[ CAS No. 137272-68-5 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 137272-68-5
Chemical Structure| 137272-68-5
Structure of 137272-68-5 *Storage: {[proInfo.prStorage]}

Quality Control of [ 137272-68-5 ]

Related Doc. of [ 137272-68-5 ]

SDS
Alternatived Products of [ 137272-68-5 ]
Alternatived Products of [ 137272-68-5 ]

Product Details of [ 137272-68-5 ]

CAS No. :137272-68-5MDL No. :MFCD25958595
Formula : C6H5BrOS Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :205.07Pubchem ID :12079025
Synonyms :

Computed Properties of [ 137272-68-5 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 137272-68-5 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 137272-68-5 ]

  • Downstream synthetic route of [ 137272-68-5 ]

[ 137272-68-5 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 137272-68-5 ]
  • [ 137272-67-4 ]
  • 2
  • [ 24287-92-1 ]
  • [ 108-24-7 ]
  • [ 42877-08-7 ]
  • [ 137272-68-5 ]
  • 3
  • [ 1144114-45-3 ]
  • [ 137272-68-5 ]
  • 3,4-dipropyloxy-N'2,N'5-bis[1-(2-bromo-3-thienyl)ethylidene]thiophene-2,5-dicarbohydrazide [ No CAS ]
  • 5
  • [ 1382312-69-7 ]
  • [ 676-58-4 ]
  • [ 137272-68-5 ]
YieldReaction ConditionsOperation in experiment
69.28% In tetrahydrofuran; at -78 - 20℃; for 1h; Methylmagnesium chloride (3.16 g, 42.23 mmol, 3.13 mL) was added into a solution of Example 4B (12 g, 42.23 mmol) in tetrahydrofuran at low temperature (-78C). The reaction solution was stirred for 1h and slowly warmed up to 20C. TLC showed complete reaction. The reaction solution was quenched with saturated ammonium chloride solution (100 mL), extracted with ethyl acetate (100 mL * 2), washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated, and purified by column chromatography (petroleum ether/ethyl acetate=10:1-5/1) to give the title compound (6 g, 29.26mmol, yield of 69.28%, colorless oil). 1H NMR (400 MHz, CDCl3) delta = 7.36 (d, J=5.6 Hz, 1H), 7.24 (d, J=5.6Hz, 1H), 2.63 (s, 3H).
General procedure: Methylmagnesium chloride (0.5 M in THF, 8.0 mL, 4.0 mmol) was added to a solution of 2-pyridyl 2-chloropyridine-3-carboxylate (2c, 939 mg, 4.0 mmol) in THF (12 mL) at 0 C under argon atmosphere. After stirring for 0.5 h, the mixture was quenched with saturated NH4Cl solution (5 mL) and THF was evaporated in vacuo. The mixture was poured into saturated NH4Cl solution (30 mL) and extracted with dichloromethane (3 × 20 mL). The combined organic phases were dried overanhydrous MgSO4, filtered, and concentrated in vacuo. The residue was purified by vacuum distillation using a Kugelrohr apparatus to give 3c (566 mg, 91%).
  • 6
  • [ 137272-68-5 ]
  • [ 52476-87-6 ]
  • 2-chloro-4-(3-methylthieno[2.3-c]pyrazol-1-yl)pyrimidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
A solution of <strong>[137272-68-5]3-acetyl-2-bromothiophene</strong> (1.025 g, 5 mmol) and 2-chloropyrimd-4-ylhydrazine (720 mg, 5 mmol) in ethanol (20 mL) containing acetic acid (10 mg, 0.17 mmol) is refluxed for 2h to form the hydrazone, and then the volatiles are removed rigorously under reduced pressure as described in Chinese J Chem 29, 1199 (2011). The residue is dissolved in DMSO 5 mL, and K3PO4 (2.12 g 10 mmol) and CuI (1 mg, 0.005 mmol), and the reaction mixture is heated to 100 C under Ar for 12 hrs. The reaction mixture is cooled to 25 C, poured onto water (100 mL) and extracted with EtOAc (3 x 25 mL). The combined organic extracts are rinsed with water (2 x 25mL) saturated brine (25 mL) and dried (MgSO4). The solvent is removed under reduced pressure, and the residue purified by silica gel chromatography to give 2-chloro-4-(3-methylthieno[2.3-c]pyrazol-1-yl)pyrimidine.
  • 7
  • [ 137272-68-5 ]
  • [ 2043-61-0 ]
  • 1-(2-bromo-3-thienyl)-3-cyclohexyl-3-hydroxypropan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
16.21% Example 4C (2 g, 9.75 mmol) was added in a solution of LiHMDS (1 M, 19.50 mL) in tetrahydrofuran (20 mL) at -15C. The reaction solution was stirred for half an hour, then added with a solution of cyclohexylcarboxaldehyde (1.20 g, 10.73 mmol, 1.29 mL) in tetrahydrofuran (10 mL), with further stirring for half an hour. The reaction solution was quenched with saturated ammonium chloride solution (20 mL), extracted with ethyl acetate (20 mL * 2), washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated, and then purified by column chromatography (petroleum ether/ethyl acetate=10:1-5/1) to give the title compound (500 mg, 1.58 mmol, yield of 16.21%, a colorless liquid). 1H NMR (400 MHz, CDCl3) delta = 7.38 (d, J=6.0 Hz, 1H), 7.29 (d, J=2.0 Hz, 1H), 4.06 - 3.93 (m, 1H), 3.25 - 2.95 (m, 3H), 1.86 - 1.62 (m, 7H), 1.37 - 1.02 (m, 7H).
Historical Records

Related Functional Groups of
[ 137272-68-5 ]

Bromides

Chemical Structure| 80775-39-9

[ 80775-39-9 ]

3-Acetyl-2,5-dibromothiophene

Similarity: 0.96

Chemical Structure| 59227-67-7

[ 59227-67-7 ]

1-(5-Bromothiophen-3-yl)ethanone

Similarity: 0.88

Chemical Structure| 1860-99-7

[ 1860-99-7 ]

2-Bromothiophene-3-carbaldehyde

Similarity: 0.86

Chemical Structure| 69746-86-7

[ 69746-86-7 ]

2-Chloro-1-(2,5-dibromothiophen-3-yl)ethanone

Similarity: 0.85

Chemical Structure| 1193-69-7

[ 1193-69-7 ]

2,5-Dibromothiophene-3-carbaldehyde

Similarity: 0.83

Ketones

Chemical Structure| 80775-39-9

[ 80775-39-9 ]

3-Acetyl-2,5-dibromothiophene

Similarity: 0.96

Chemical Structure| 59227-67-7

[ 59227-67-7 ]

1-(5-Bromothiophen-3-yl)ethanone

Similarity: 0.88

Chemical Structure| 69746-86-7

[ 69746-86-7 ]

2-Chloro-1-(2,5-dibromothiophen-3-yl)ethanone

Similarity: 0.85

Chemical Structure| 35717-24-9

[ 35717-24-9 ]

1-(4-Bromothiophen-3-yl)ethanone

Similarity: 0.75

Chemical Structure| 187963-92-4

[ 187963-92-4 ]

3-(4-Bromobenzoyl)thiophene

Similarity: 0.73