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[ CAS No. 3141-24-0 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 3141-24-0
Chemical Structure| 3141-24-0
Structure of 3141-24-0 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 3141-24-0 ]

Related Doc. of [ 3141-24-0 ]

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Product Citations

Product Details of [ 3141-24-0 ]

CAS No. :3141-24-0 MDL No. :MFCD00014521
Formula : C4HBr3S Boiling Point : No data available
Linear Structure Formula :- InChI Key :SKDNDSLDRLEELJ-UHFFFAOYSA-N
M.W : 320.83 Pubchem ID :76592
Synonyms :

Calculated chemistry of [ 3141-24-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 47.42
TPSA : 28.24 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.18 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.36
Log Po/w (XLOGP3) : 4.34
Log Po/w (WLOGP) : 4.04
Log Po/w (MLOGP) : 3.56
Log Po/w (SILICOS-IT) : 4.7
Consensus Log Po/w : 3.8

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -5.03
Solubility : 0.00302 mg/ml ; 0.00000942 mol/l
Class : Moderately soluble
Log S (Ali) : -4.65
Solubility : 0.00722 mg/ml ; 0.0000225 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -4.2
Solubility : 0.0202 mg/ml ; 0.000063 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.04

Safety of [ 3141-24-0 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P305+P351+P338 UN#:
Hazard Statements:H302+H312+H332-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3141-24-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3141-24-0 ]

[ 3141-24-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 188290-36-0 ]
  • [ 3141-24-0 ]
YieldReaction ConditionsOperation in experiment
56% With bromine; In chloroform; at 20 - 50℃; Compound 25-2 (0443) To a solution of thiophene (84 g, 1.0 mol) in chloroform (34 mL) was added dropwise bromine at rt for 3 h. When the addition was complete, the mixture was stirred at rt overnight. The mixture was heated to 50 C. for 3 h. The reaction mixture was washed with 1M NaOH (aq. 100 mL), brine (100 mL×2) respectively. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to afford light yellow oil, which was solidified in methanol (100 mL). The solid was filtered and dried in vacuo to afford 25-2 (89 g, 56%).
With tetrabutylammomium bromide; hydrogen bromide; dihydrogen peroxide; In water; at 25 - 75℃; for 10h;Large scale; Thiophene was brominated to provide 2,3,5-tribromothiophene A according to the following procedure. A reactor was charged with a solution of aqueous hydrobromic acid (47.6%, 125.0 kg, 5 equiv). Thiophene (12.5 kg, purity 99%, 1 equiv) was added to it at 25- 30C. Tetrabutylammonium bromide (0.625 kg, 0.13 equiv) was added to the reaction mass. The reaction mass was heated to 50-55 C. 50%> Aqueous hydrogen peroxide solution (31.3 kg, 3.1 equiv) was added to the reaction mass over 10 h keeping the temperature in the range of 50-55 C. The reaction mass was then heated to 70-75C. After reaction completion, the reaction mass was cooled to 20-25 C and washed with 20%> sodium metabisulphite solution (17 L), 2 N sodium hydroxide solution (62 L) and the crude product was subjected to fractional distillation using a 2 ft wire-mesh packed column to afford 2,3,5-tribromothiophene A. The spectral properties of this molecule are consistent with commercially available material. ii. De-Bromination to prepare intermediate B
With tetrabutylammomium bromide; hydrogen bromide; dihydrogen peroxide; In water; at 25 - 75℃;Large scale; Bromination to prepare intermediate 7:[0149j Thiophene was brominated to provide 7 according to the following procedure. A reactor was charged with a solution of aqueous hydrobromic acid (47.6%, 125.0 kg, 5 equiv). Thiophene (12.5 kg, purity 99%, 1 equiv) was added to it at 25-30C. Tetrabutylammonium bromide (0.625 kg, 0.13 equiv) was added to the reaction mass. The reaction mass was heated to 50-55 C. 50% Aqueous hydrogen peroxide solution (31.3 kg, 3.1 equiv) was added to thereaction mass over 10 h keeping the temperature in the range of 50-55 C. The reaction mass was then heated to 70-75C. After reaction completion, the reaction mass was cooled to 20- 25 C and washed with 20% sodium metabisulphite solution (17 L), 2 N sodium hydroxide solution (62 L) and the crude product was subjected to fractional distillation to afford 2,3,5- tribromothiophene. The spectral properties of this molecule are consistent with commerciallyavailable material.
With tetrabutylammomium bromide; dihydrogen peroxide; In water; at 50 - 75℃; for 10h; Bromination to prepare intermediate 7 15 [0158j A reactor was charged with a solution of aqueous hydrobromic acid (47.6%, 125.0 kg, 5 equiv). Thiophene (12.5 kg, purity 99%, 1 equiv) was added to it at 25-30C. Tetrabutylammonium bromide (0.625 kg, 0.13 equiv) was added to the reaction mass. The reaction mass was heated to 50-55 C. 50% Aqueous hydrogen peroxide solution (31.3 kg, 3.1 equiv) was added to the reaction mass over 10 h keeping the temperature in the range of 50-20 55 C. The reaction mass was then heated to 70-75C. After reaction completion, the reaction mass was cooled to 20-25 C and washed with 20% sodium metabisulphite solution (17 L), 2 N sodium hydroxide solution (62 L) and the crude product was subjected to fractional distillation using a 2 ft wire-mesh packed column to afford 2,3,5-tribromothiophene. The spectral properties of this molecule are consistent with commercially available material.
52.6 kg a, the chloroform 35L, thiophene and 16.8 kg 0.168kg copper bromide into reactor 1, stirred for 10 minutes, in a jacketed reactor was cooled to -5 water when the tank by the dropwise addition of 65.0kg of bromine was added dropwise 6 into the reactor 1. document.write(""); B, the drum to the reaction vessel 1 with air or oxygen after start of the reaction, after completion of bromine was slowly added dropwise, and then slowly heated to reflux for 1 reactor, the gas is condensed by the reflux condenser 8 into the reactor 1 at reflux, the reaction after 3.5 hours, cooled to 23 -25 ; document.write(""); C, the ethanol solution was added dropwise to the reactor tank 1 7 added dropwise 10L0.05mol / L sodium hydroxide, the decomposition of unreacted bromine and stirred for 30 minutes.document.write(""); d, the reaction mixture was washed into the autoclave 2 was added 35L of water, stir for 30 minutes, allowed to stand, the lower organic phase into the distillation still 3 atmospheric distillation, followed by distillation gas condenser 9, distillation condenser 10 after the condensation, the first fraction prior to recycling the solvent and the solvent recovery tank 4, and then distilled under reduced pressure to 15mmHg, followed after distillation gas condenser 9, distillation condenser 10 condensed, collecting 112 ~ 116 / 15mmHg into the product fraction collected tank 5 to give colorless liquid 52.6kg2,3,5- three bromothiophene product

  • 2
  • [ 3141-27-3 ]
  • [ 3141-24-0 ]
  • 3
  • [ 3141-24-0 ]
  • [ 109-72-8 ]
  • [ 60-29-7 ]
  • [ 872-31-1 ]
  • 4
  • [ 3141-24-0 ]
  • [ 109-72-8 ]
  • [ 118833-77-5 ]
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