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[ CAS No. 773-64-8 ] {[proInfo.proName]}

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Chemical Structure| 773-64-8
Chemical Structure| 773-64-8
Structure of 773-64-8 * Storage: {[proInfo.prStorage]}

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Product Details of [ 773-64-8 ]

CAS No. :773-64-8 MDL No. :MFCD00007434
Formula : C9H11ClO2S Boiling Point : -
Linear Structure Formula :C6H2(CH3)3SO2Cl InChI Key :PVJZBZSCGJAWNG-UHFFFAOYSA-N
M.W : 218.70 Pubchem ID :13046
Synonyms :

Calculated chemistry of [ 773-64-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 54.42
TPSA : 42.52 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.48 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.33
Log Po/w (XLOGP3) : 3.04
Log Po/w (WLOGP) : 3.62
Log Po/w (MLOGP) : 2.47
Log Po/w (SILICOS-IT) : 2.69
Consensus Log Po/w : 2.83

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.39
Solubility : 0.0898 mg/ml ; 0.000411 mol/l
Class : Soluble
Log S (Ali) : -3.6
Solubility : 0.0551 mg/ml ; 0.000252 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.11
Solubility : 0.0171 mg/ml ; 0.000078 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.8

Safety of [ 773-64-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P280-P303+P361+P353-P301+P330+P331-P304+P340+P310-P305+P351+P338+P310 UN#:3261
Hazard Statements:H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 773-64-8 ]

* 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 [ 773-64-8 ]

[ 773-64-8 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 773-64-8 ]
  • [ 33893-89-9 ]
  • [ 81186-94-9 ]
  • 2
  • [ 773-64-8 ]
  • [ 1204-06-4 ]
  • [ 156721-17-4 ]
  • 3
  • [ 773-64-8 ]
  • [ 33084-49-0 ]
  • 2,4,6-trimethyl-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% EXAMPLE 29 2,4,6-Trimethyl-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide 2,4,6-Trimethyl-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide was prepared from <strong>[33084-49-0]5-amino-4-bromo-3-methylisoxazole</strong> and 2,4,6-trimethylbenzenesulfonyl chloride according to the procedures described in Example 1 b. The crude product was purified by recrystallization from ethyl acetate/hexanes to give a pink solid, m.p. 92-95 C., yield 64%.
64% EXAMPLE 69 2,4,6-Trimethyl-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide 2,4,6-Trimethyl-N-(4-bromo-3-methyl-5-isoxazolyl)benzenesulfonamide was prepared from <strong>[33084-49-0]5-amino-4-bromo-3-methylisoxazole</strong> and 2,4,6-trimethylbenzenesulfonyl chloride according to the procedures described in Example 40b. The crude product was purified by recrystallization from ethyl acetate/hexanes to give a pink solid, m.p. 92-95 C., yield 64%.
  • 5
  • [ 773-64-8 ]
  • [ 677702-36-2 ]
  • [ 677702-37-3 ]
YieldReaction ConditionsOperation in experiment
With dmap; In dichloromethane; at 0 - 20℃; Under argon, 4-dimethylaminopyridine (3.63 g, 29.71 mmol) is added to a solution of intermediate 15.1 (5.4 g, 28.25 mmol) in anhydrous CH2Cl2 (250 ml) kept at 0 C. by an ice bath, followed after a few minutes, dropwise by 2-mesitylenesulphonyl chloride (6.50 g, 29.71 mmol) in solution in CH2Cl2 (100 ml). The reaction mixture is stirred for 1 h at 0 C. and then overnight at room temperature. Water is added. The reaction mixture is extracted with CH2Cl2. The organic phase is washed with brine, dried over Na2SO4 and evaporated to give a brown solid which is purified by chromatography on silica gel (300 g), eluding with CH2Cl2. A solid separates after concentrating the fractions under vacuum. It is filtered and then washed with diethyl ether and petroleum ether. 5 g of product are obtained in the form of a beige solid.
  • 6
  • [ 261953-36-0 ]
  • [ 773-64-8 ]
  • [ 319472-76-9 ]
  • [ 319472-53-2 ]
YieldReaction ConditionsOperation in experiment
100% With ammonium chloride; In tetrahydrofuran; (ii) To a solution of 6-iodo-1H-indazole (7.35 g, 30.1 mmol, 1 equiv) in THF (100 mL) cooled to 0 C. under argon, was added sodium t-butoxide (2.89 g, 30.1 mmol, 1 equiv). A color change from orange to red was observed. Mesitylenesulfonyl chloride (6.60 g, 30.1 mmol, 1 equiv) was added in one portion and the ice bath was removed allowing the reaction mixture to warm to 23 C. After 40 min the mixture was quenched with saturated ammonium chloride and partitioned between water and ethyl acetate. The aqueous was extracted a total of 3 times with ethyl acetate. The combined organic material was washed with brine, dried over sodium sulfate and concentrated under reduced pressure to give 6-iodo-1-(2,4,6-trimethyl-benzenesulfonyl)-1H-indazole as an orange solid (12.8 g, 100% yield, 2:1 mixture). 1H NMR (CDCl3) 8.51 (s, 1H), 7.95 (s, 0.66H, major isomer), 7.91 (s, 0.33H, minor isomer), 7.47 (d, 0.33H, J=8.4 Hz), 7.29 (d, 0.33H, J=8.4 Hz), 7.26 (d, 0.66H, J=8.9 Hz), 7.18 (d, 0.66H, 8.9 Hz), 6.84 (s, 2H), 2.51 (s, 6H), 2.15 (s, 3H).
  • 7
  • [ 271-34-1 ]
  • [ 773-64-8 ]
  • [ 1417718-51-4 ]
YieldReaction ConditionsOperation in experiment
84% With sodium hydride; at 0 - 20℃; for 16h; To a solution of lH-Pyrrolo[3,2-c]pyridine (35 mg, 0.3 mmol) and mesitylsulfonyl chloride (66 mg, 0.3 mmol) in 4 mL of THF was added 60% NaH (16 mg, 0.4 mmol) at 0 C. The resulting mixture was stirred at r.t. for 16 h. The solution was dilutedwith EtOAc (50 mL), washed with 1 N HC1 (aq.) (10 niL) and brine (10 mL). The organic layer was dried over anhydrous Na2S04 and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Hexane/EtOAc = 1/1) to give the desired product as a white solid (76 mg, 84%). H NMR (600 MHz, CDC13) δ 8.88 (s, 1H), 8.33 (d, 1H, J = 6.0 Hz), 7.54 (d, 1H, J= 3.6 Hz), 7.29 (d, 1H, J = 5.4 Hz), 6.95 (s, 2H), 6.68 (d, 1H, J = 3.6 Hz), 2.50 (s, 6H), 2.26 (s, 3H). 13C NMR (150 MHz, CDC13) δ 144.8, 144.3, 143.6, 140.4, 139.0, 132.6, 132.3, 127.2, 126.4, 107.6, 105.1, 22.6, 21.1.
  • 8
  • [ 773-64-8 ]
  • [ 58042-39-0 ]
YieldReaction ConditionsOperation in experiment
74% With dmap; hydroxylamine hydrochloride; In pyridine; at 20.0℃; for 0.08333330000000001h;Cooling with ice; General procedure: To a mixture of hydroxylamine hydrochloride (2 equiv.) and DMAP (2 equiv.) in pyridine (20 mL) was added a portion of arylsulfonyl chloride (1 equiv.) on an ice-bath. Then, the mixture was stirred for 5 min at room temperature. The resulting suspension was poured into AcOEt (100 mL) and 1 N HCl aq. (100 mL). The AcOEt layer was separated, washed with brine (100 mL), dried over Na2SO4, filtered and concentrated. The crude product was purified by flash column chromatography under one of the gradient conditions indicated below, and recrystallized from Et2O/n-hexane to give N-hydroxyarylsulfonamide derivatives.
  • 9
  • [ 773-64-8 ]
  • [ 50820-65-0 ]
  • methyl 1-(mesitylsulfonyl)-1H-indole-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
88.8% To a mixture of methyl lH-indole-6-carboxylate (lOg, 0.057mol) in anhydrous THF (100 mL) at 0C was slowly added NaH (2.9 g, 0.074 mol, 60 wt). The reaction mixture was stirred at r.t. for lhr, followed by addition of a solution of 2,4,6-trimethylbenzene-l-sulfonyl chloride (16 g, 0.074 mol) in anhydrous THF (100 mL). The resulting mixture was stirred at r.t. for another lhr, then quenched with ice water and extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SC>4 and concentrated under reduced pressure. The residue was purified by column chromatography to give the desired product (18g, 88.8% yield) as white solid. LC-MS: m/z 358 (M+H)+.
  • 10
  • [ 773-64-8 ]
  • [ 791626-58-9 ]
  • N-(6-bromoquinolin-2-yl)-2,4,6-trimethylbenzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a solution of <strong>[791626-58-9]2-amino-6-bromoquinoline</strong> (250 mg, 1.12 mmol, 1eq.) in anhydrous acetonitrile (1.0 mL) was added DMAP (342 mg, 2.8 mmol, 3eq.) and theresulting mixture was stirred at rt for 5 mm. To this mixture was added 2,4,6- trimethylbenzenesulfonyl chloride (245 mg, 1.12 mmol, 1.0 eq). The reaction was stirred at rt for 2h then heated to 70 C for 12h. The reaction was judged finished by HPLC. The solvent was then removed by passing a stream of air over the top of the vessel. Water was then added and the mixture was extracted with EtOAc (3 x). The organics were combined, washed withbrine, dried in vacuo. The crude material was purified by reverse phase chromatography (60gC18 column, eluent H20-CH3CN; 100% to 5-95%) to give the desired products. 1H-NMR(400 MHz, CDC13) ? 7.76-7.73 (m, 3H), 7.72 (s, 1H), 7.67 (dd, J = 8.0, 2.0 Hz, 1H), 7.31 (d,J = 8.0 Hz); 6.94 (m, 2H), 6.83 (d, J = 8.0 Hz), 2.71 (s, 6H), 2.30 (s, 3H); LC/MS m/z calc M404.2; obs M+H 405.0.
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