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[ CAS No. 63914-81-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

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Chemical Structure| 63914-81-8

Chemical Structure| 63914-81-8

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Quality Control of [ 63914-81-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 63914-81-8 ]

SDS Specification

Alternatived Products of [ 63914-81-8 ]

Product Citations

Product Details of [ 63914-81-8 ]

CAS No. :	63914-81-8	MDL No. :	MFCD06208087
Formula :	C₇H₅ClO₄S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZRWICZHXYMHBDP-UHFFFAOYSA-N
M.W :	220.63	Pubchem ID :	14474464
Synonyms :

Calculated chemistry of [ 63914-81-8 ] Expand+

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	1.0
Molar Refractivity :	46.48
TPSA :	79.82 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.84 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.25
Log Po/w (XLOGP3) :	1.14
Log Po/w (WLOGP) :	2.39
Log Po/w (MLOGP) :	1.11
Log Po/w (SILICOS-IT) :	0.74
Consensus Log Po/w :	1.33

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.14
Solubility :	1.61 mg/ml ; 0.00732 mol/l
Class :	Soluble
Log S (Ali) :	-2.41
Solubility :	0.858 mg/ml ; 0.00389 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.32
Solubility :	1.06 mg/ml ; 0.00479 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.79

Safety of [ 63914-81-8 ]

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:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 63914-81-8 ]

* 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.

Upstream synthesis route of [ 63914-81-8 ]
Downstream synthetic route of [ 63914-81-8 ]

[ 63914-81-8 ] Synthesis Path-Upstream 1~1

1
[ 134-20-3 ]
[ 63914-81-8 ]

Reference： [1] Organic Process Research and Development, 2016, vol. 20, # 12, p. 2116 - 2123

[ 63914-81-8 ] Synthesis Path-Downstream 1~12

1
[ 63914-81-8 ]
[ 246544-91-2 ]
2-[2-(1-tritylsulfanyl-1<i>H</i>-imidazol-4-yl)-ethylsulfamoyl]-benzoic acid [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,p. 2043 - 2048

2
[ 63914-81-8 ]
2-[2-(1<i>H</i>-imidazol-4-yl)-ethylsulfamoyl]-benzoic acid [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,p. 2043 - 2048

3
[ 4025-64-3 ]
[ 63914-81-8 ]
3-sulfobenzoic acid sodium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94.3%	With sodium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; water;	EXAMPLE 4 Preparation of sodium 3-sulfobenzoate 565.0 g of 3-(chlorosulfonyl)benzoic acid containing 32.9% water (corresponding to 379.1 g (1.72 mol) of 100% chlorosulfonylbenzoic acid) are admixed with 182 g of water and 1170 g of xylene and heated in a water separator. A total of 340 ml of water are distilled off azeotropically with xylene. After cooling the reaction mixture to 25 C. 210 g (1.73 mol) of 33% strength sodium hydroxide solution are added dropwise over 30 minutes. Subsequently another 170 ml of water are expelled. After cooling, the precipitated product is filtered off with suction. After drying at 100 C./100 torr (13.16 kPa) 370.2 g of sodium 3-sulfobenzoate are obtained, the purity determined by titration being 98.3%; this corresponds to a yield of 94.3%.
93.3%	With sodium hydroxide; In water; chlorobenzene;	EXAMPLE 5 Preparation of sodium 3-sulfobenzoate 273.6 g of 3-(chlorosulfonyl)benzoic acid containing 28.6% water (corresponding to 195.3 g (0.89 mol) of 100% chlorosulfonylbenzoic acid) are admixed with 50 g of water and 500 g of chlorobenzene and heated in a water separator. A total of 106 ml of water are expelled. After cooling the reaction mixture to 100 C., 108 g (0.89 mol) of 33% strength sodium hydroxide solution are added dropwise over 30 minutes. Subsequently a further 90 ml of water are expelled. After cooling, the precipitated product is filtered off with suction. After drying at 100 C./100 torr (13.16 kPa) 190.4 g of sodium 3-sulfobenzoate are obtained, the purity determined by titration being 97.3%; this corresponds to a yield of 93.3%.

Reference： [1]Patent: US5387711,1995,A
[2]Patent: US5387711,1995,A

4
[ 4025-64-3 ]
[ 63914-81-8 ]
[ 121-53-9 ]

Yield	Reaction Conditions	Operation in experiment
95.6%	In 5,5-dimethyl-1,3-cyclohexadiene; water;	EXAMPLE 1 Preparation of 3-sulfobenzoic acid 300 g of 3-(chlorosulfonyl)benzoic acid containing 38.8% water (corresponding to 183.6 g (0.83 mol) of 100% chlorosulfonylbenzoic acid) are admixed with 150 g of water and heated at 100 C. for 1 hour. Then 600 g of xylene are added dropwise over 1 hour and a total of 260 ml of water are azeotropically distilled off with xylene. The reaction mixture is cooled and the precipitate is filtered off with suction. After drying at 100 C./100 torr (13.16 kPa) 164.7 g of 3-sulfobenzoic acid are obtained, the purity determined by titration being 97.7%; this corresponds to a yield of 95.6%.
95.4%	In water; toluene;	EXAMPLE 2 Preparation of 3-sulfobenzoic acid 300 g of 3-(chlorosulfonyl)benzoic acid containing 38.8% of water (corresponding to 183.6 g (0.83 mol) of 100% chlorosulfonylbenzoic acid) are admixed with 100 g of water and heated to 100 C. for 1 hour. Then 500 g of toluene are added dropwise over 1 hour and a total of 164 ml of water distilled off azeotropically with toluene. The reaction mixture is cooled and the precipitated product filtered off with suction. After drying at 100 C./100 torr (13.16 kPa) 163.5 g of 3-sulfobenzoic acid are obtained, the purity determined by titration being 98.2%; this corresponds to a yield of 95.4%.
95.6%	In 5,5-dimethyl-1,3-cyclohexadiene; water;	EXAMPLE 3 Preparation of 3-sulfobenzoic acid 250 g of 3-(chlorosulfonyl)benzoic acid containing 35.9% of water (corresponding to 160.2 g (0.73 mol) of 100% chlorosulfonylbenzoic acid) are admixed with 86 g of water and 500 g of xylene and heated in a water separator. A total of 171 ml of water are expelled. The reaction mixture is cooled and the precipitated product filtered off with suction. After drying at 100 C./100 torr (13.16 kPa) 144.3 g of 3-sulfobenzoic acid are obtained, the purity determined by titration being 97.5%; this corresponds to a yield of 95.6%.

Reference： [1]Patent: US5387711,1995,A
[2]Patent: US5387711,1995,A
[3]Patent: US5387711,1995,A

5
C₂₂H₂₄N₂O₂ [ No CAS ]
[ 63914-81-8 ]
[ 1186645-19-1 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 3473 - 3479

6
[ 63914-81-8 ]
[ 55-81-2 ]
C₁₆H₁₇NO₅S [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 7397 - 7401

7
[ 63914-81-8 ]
[ 55-81-2 ]
N-hydroxy-3-[(4-methoxyphenethyl)-(2-carboxy-benzenesulfonyl)-amino]-propionamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 7397 - 7401

8
[ 63914-81-8 ]
[ 55-81-2 ]
acrylic acid ester [ No CAS ]
N-hydroxy-3-[(4-methoxyphenethyl)-(2-carboxy-benzenesulfonyl)-amino]-propionamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 7397 - 7401

9
[ 1595282-86-2 ]
[ 63914-81-8 ]
[ 1313802-92-4 ]

Yield	Reaction Conditions	Operation in experiment
40%	With pyridine; In 1,2-dichloro-ethane; at 20℃;Cooling with ice; Inert atmosphere;	General procedure: To a stirred solution of amine derivative (1.0 equivalence) in 2 mL of anhydrous pyridine under ice cooling, was added a solution of arylsulfonylchloride (1.2 equivalence) in dichloroethane (2 mL) dropwise. The reaction mixture was stirred at room temperature under the nitrogen atmosphere for overnight. After completion of the reaction (monitored by TLC), reaction mixture was diluted with chloroform (20 mL) and quenched with water (10 mL), extracted with chloroform (3x50 mL), the organic layer was washed with 1N HCl (50 mL), then with water (50 mL), dried over Na2SO4, concentrated in rota-vap and purified by flash column chromatography (elutent: EtOAc/Petroleum ether) to give desired products (27-35).

Reference： [1]Bioorganic and Medicinal Chemistry,2014,vol. 22,p. 2253 - 2260

10
[ 134-20-3 ]
[ 63914-81-8 ]

Reference： [1]Organic Process Research and Development,2016,vol. 20,p. 2116 - 2123

11
[ 63914-81-8 ]
[ 62-53-3 ]
[ 1864-33-1 ]

Reference： [1]Arkivoc,2019,vol. 2019

12
[ 63914-81-8 ]
[ 62-53-3 ]
[ 860699-37-2 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; In dichloromethane; at 20℃;Cooling with ice; Inert atmosphere;	General procedure: To a stirred solution of amine derivative (3 .0 mmol ) in 10 mL of anhydrous py ridine under ice cooling, was addeda solution of 2 chlorosulfonyl benzoic acid 3.6 mmol ) in dichloroethane 10 mL) dropwise. The reaction mixturewas stirred at room temper ature under the nitrogen atmosphere for overnight. After completion of the reactio n(monitored by TLC), reaction mixture was diluted with chloroform (20 mL) and quenched with water (10 mL),extracted with chloroform (3x 3 0 mL), the organic layer was washed with 1N HCl (50 mL), then with water (50mL) The combined organic layers were dri ed over Na 2 SO 4 and evaporated in vacuo . The crude compoundrecrystallized from ethanol to afford the desired product 1a m

Reference： [1]Arkivoc,2019,vol. 2019

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Arndt-Eistert Homologation ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hunsdiecker-Borodin Reaction ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Passerini Reaction ? Preparation of Alkylbenzene ? Preparation of Amines ? Preparation of Carboxylic Acids ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Carboxylic Acids ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Ugi Reaction ? Vilsmeier-Haack Reaction

Historical Records

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[ 63914-81-8 ]

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H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

; ;

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