Cas no 80360-20-9 (1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde)

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde structure

80360-20-9 structure

Product Name:1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde

CAS No:80360-20-9

MF:C₁₅H₁₁NO₃S

MW:285.317742586136

MDL:MFCD02681985

CID:719952

PubChem ID:24873888

Update Time:2024-10-27

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

- 1-(Phenylsulfonyl)-1H-indole-3-carbaldehyde
- 1-(Phenylsulfonyl)-3-indolecarboxaldehyde
- 1-(PHENYLSULPHONYL)-1H-INDOLE-3-CARBOXALDEHYDE
- 1H-Indole-3-carboxaldehyde,1-(phenylsulfonyl)-
- 1-Phenylsulphonylindole-3-Carboxaldehyde
- 1-Benzenesulfonyl-1H-indole-3-carbaldehyde
- 1-benzenesulfonyl-1H-indole-3-carboxaldehyde
- BUTTPARK 98 4-06
- 1-(Benzenesulfonyl)indole-3-carboxaldehyde
- 1-(Phenylsulfonyl)-3-formylindole
- NSC 628191
- 1-(benzenesulfonyl)indole-3-carbaldehyde
- NSC628191
- 1H-Indole-3-carboxaldehyde, 1-(phenylsulfonyl)-
- ZLARITBCJILRBL-UHFFFAOYSA-N
- N-phenylsulfonylindole-3-carboxaldehyde
- RP06679
- OR23044
- N
- 1-(Phenylsulfonyl)-1H-indole-3-carboxaldehyde (ACI)
- 1-(Benzenesulfonyl)-1H-indole-3-carbaldehyde
- 1-(Benzenesulfonyl)-1H-indole-3-carboxaldehyde
- 1-Phenylsulfonyl-1H-indole-3-carboxaldehyde
- N-(Phenylsulfonyl)-3-indolecarboxaldehyde
- 80360-20-9
- 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBOXALDEHYDE
- C76573
- AKOS016003595
- J-503595
- CHEMBL1985336
- SY104006
- C15H11NO3S
- FT-0605858
- 1-(Phenylsulfonyl)indole-3-carbaldehyde
- 1-(Phenylsulfonyl)-3-indolecarboxaldehyde, 97%
- CS-0135335
- CU-00000000106-1
- SCHEMBL723339
- MFCD02681985
- NSC-628191
- NCGC00161737-01
- NS-00010
- NCI60_009063
- N-phenylsulfonyl-3-indolecarboxaldehyde
- NSC-830794
- DB-025512
- NSC830794
- 1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde
- MDL： MFCD02681985
- Inchi： 1S/C15H11NO3S/c17-11-12-10-16(15-9-5-4-8-14(12)15)20(18,19)13-6-2-1-3-7-13/h1-11H
- InChI Key： ZLARITBCJILRBL-UHFFFAOYSA-N
- SMILES： O=CC1C2C(=CC=CC=2)N(S(C2C=CC=CC=2)(=O)=O)C=1

Computed Properties

Exact Mass: 285.04600
Monoisotopic Mass: 285.046
Isotope Atom Count: 0
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Heavy Atom Count: 20
Rotatable Bond Count: 3
Complexity: 450
Covalently-Bonded Unit Count: 1
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count : 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Surface Charge: 0
Tautomer Count: nothing
XLogP3: 2.7
Topological Polar Surface Area: 64.5

Experimental Properties

Color/Form: solid
Density: 1.31
Melting Point: 157-161?°C (lit.)
Boiling Point: 513.6°C at 760 mmHg
Flash Point: 264.4°C
Refractive Index: 1.644
PSA: 64.52000
LogP: 3.77160
Solubility: Not determined
Vapor Pressure: 0.0±1.3 mmHg at 25°C

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Security Information

Symbol:
Signal Word：Warning
Hazard Statement： H302
Warning Statement： P280-P305+P351+P338
WGK Germany：3
Hazard Category Code： 22
Safety Instruction： S24/25
Hazardous Material Identification：
Risk Phrases：R22
Storage Condition：Keep in dark place,Inert atmosphere,2-8°C(BD51798)

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Customs Data

HS CODE：2933990090
Customs Data：

China Customs Code:
2933990090

Overview:

2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

Declaration elements:

Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

Summary:

2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Pricemore >>

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1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Production Method

Production Method 1

487-89-8

80360-20-9

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran

Reference

Synthesis and antitumor properties of 2,5-bis(3'-indolyl)thiophenes: Analogues of marine alkaloid nortopsentin

Diana, Patrizia; et al, Bioorganic & Medicinal Chemistry Letters, 2007, 17(8), 2342-2346

Production Method 2

58550-84-8

80360-20-9

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Carbon tetrabromide Solvents: Acetonitrile ; 15 min, rt
1.2 4 h, rt

Reference

Visible light photocatalysis with CBr4: a highly selective aerobic photooxidation of methylarenes to aldehydes

Tripathi, Shubhangi; et al, RSC Advances, 2016, 6(18), 14547-14551

Production Method 3

58550-84-8

80360-20-9

Reaction Conditions

1.1 Reagents: N-Bromosuccinimide Solvents: Carbon tetrachloride ; rt; 5 h, 60 °C
1.2 Reagents: N-methylmorpholine N-oxide Solvents: Propionitrile ; rt; 1 h, rt; 3 h, reflux

Reference

One-pot transformation of methylarenes into aromatic aldehydes under metal-free conditions

Tabata, Masayuki; et al, European Journal of Organic Chemistry, 2014, 2014(16), 3402-3410

Production Method 4

80360-13-0

80360-20-9

Reaction Conditions

Reference

Generation and reactions of 3-lithio-1-(phenylsulfonyl)indole

Saulnier, Mark G.; et al, Journal of Organic Chemistry, 1982, 47(5), 757-61

Production Method 5

110128-40-0

80360-20-9

Reaction Conditions

1.1 Reagents: Oxygen

Reference

Sensitized photooxygenations of 3-vinylindole derivatives

Zhang, Xiaojun; et al, Journal of Organic Chemistry, 1993, 58(27), 7839-47

Production Method 6

931-59-9

487-89-8

80360-20-9

Reaction Conditions

1.1 Solvents: Triethanolamine ; 90 - 100 min, 80 °C

Reference

Green synthesis of novel (E)-2-(1,4-dioxo-1,2,3,4-tetrahydrophthalazine-2-carbonyl)-3-(1H-indol-3-yl)acrylonitriles

Praveen Kumar, P.; et al, Green Chemistry Letters and Reviews, 2014, 7(4), 322-329

Production Method 7

487-89-8

80360-20-9

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Tetrabutylammonium bromide Solvents: Acetonitrile ; 2 - 3 h, rt

Reference

Water Mediated One-Pot and Step-Wise Syntheses of Indolylidene Isoxazoles and Their Anti-Cancer Activity and Molecular Modeling Studies

Reddy, Ch. Venkata Ramana; et al, Chemistry Africa, 2020, 3(1), 61-74

Production Method 8

80360-14-1

80360-20-9

Reaction Conditions

Reference

Product subclass 14: aryllithium and hetaryllithium compounds

Gribble, Gordon W., Science of Synthesis, 2006, 8, 357-426

Production Method 9

120-72-9

80360-20-9

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride Solvents: Dimethylformamide ; 0 - 5 °C; 30 min, 0 - 5 °C
1.2 Solvents: Dimethylformamide ; 1 h, 35 °C; cooled
1.3 Reagents: Sodium hydroxide Solvents: Water ; 30 min, reflux
2.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; 0 °C → rt; 30 min, rt
2.2 Solvents: Tetrahydrofuran ; rt

Reference

First discovery of pimprinine derivatives and analogs as novel potential herbicidal, insecticidal and nematicidal agents

Zhang, Ming-Zhi; et al, Tetrahedron, 2021, 79,

Production Method 10

120-72-9

80360-20-9

Reaction Conditions

1.1 Reagents: Iodine Catalysts: Butyllithium
2.1 Catalysts: Lithium diisopropylamide
3.1 -
4.1 -

Reference

Generation and reactions of 3-lithio-1-(phenylsulfonyl)indole

Saulnier, Mark G.; et al, Journal of Organic Chemistry, 1982, 47(5), 757-61

Production Method 11

80360-20-9

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Methanol ; 30 min, 0 °C
2.1 Solvents: Acetonitrile ; 1 h, rt
2.2 Reagents: Imidazole , Hydroxyamine hydrochloride ; 4 h, rt
3.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ; 0 °C; 1 h, 0 °C
3.2 Reagents: Water
4.1 Catalysts: Ferrous acetate , (4S,4′S,5R,5′R)-2,2′-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole] Solvents: Acetonitrile , Toluene ; 30 min, rt
4.2 Solvents: Acetonitrile , Toluene ; 12 h, rt
4.3 Reagents: Sodium bicarbonate Solvents: Water

Reference

Iron(II)-Catalyzed Asymmetric Intramolecular Aminohydroxylation of Indoles

Zhang, Yong-Qiang; et al, Organic Letters, 2013, 15(15), 3910-3913

Production Method 12

487-89-8

80360-20-9

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; 0 °C; 3 - 4 h, rt

Reference

Nature-inspired remodeling of (aza)indoles to meta-aminoaryl nicotinates for late-stage conjugation of vitamin B3 to (hetero)arylamines

Varun, Begur Vasanthkumar ; et al, Nature Communications, 2020, 11(1),

Production Method 13

487-89-8

80360-20-9

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dichloromethane

Reference

Cis- and trans-3-(3-indolyl)proline derivatives as conformationally restricted analogs of tryptophan

Damour, Dominique; et al, Synlett, 1999, (6), 786-788

Production Method 14

2297-65-6

487-89-8

80360-20-9

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride Solvents: Dimethyl sulfoxide , Water ; 15 min, rt
1.2 rt; 2 - 5 h, rt → 35 °C

Reference

Synthesis and Antiproliferative Activity of New N-Acylhydrazone Derivatives Containing Benzothiazole and Indole Based Moiety

Liu, Kai; et al, Pharmaceutical Chemistry Journal, 2020, 54(4), 345-352

Production Method 15

298-12-4

80360-14-1

80360-20-9

Reaction Conditions

1.1 Reagents: Cesium acetate Catalysts: (SP-4-2)-Dichloro[1,1′-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosph… , 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile Solvents: Dimethylformamide ; 10 h, 30 - 35 °C
1.2 Reagents: Sodium chloride Solvents: Water

Reference

Decarboxylative formylation of aryl halides with glyoxylic acid by merging organophotoredox with palladium catalysis

Zhao, Bin; et al, Organic Chemistry Frontiers, 2018, 5(11), 1782-1786

Production Method 16

487-89-8

80360-20-9

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethyl sulfoxide ; rt

Reference

Synthesis, antimycobacterial and anticancer activity of novel indole-based thiosemicarbazones

Mashayekhi, Vida; et al, Archives of Pharmacal Research, 2021, 44(8), 1-13

Production Method 17

120-72-9

80360-20-9

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride Solvents: Dimethylformamide ; 30 min, cooled
1.2 Solvents: Dimethylformamide ; 1 h, 40 °C
1.3 Reagents: Sodium hydroxide Solvents: Water ; pH 8, cooled
2.1 Reagents: Phosphorus oxychloride Solvents: Dimethyl sulfoxide , Water ; 15 min, rt
2.2 rt; 2 - 5 h, rt → 35 °C

Reference

Synthesis and Antiproliferative Activity of New N-Acylhydrazone Derivatives Containing Benzothiazole and Indole Based Moiety

Liu, Kai; et al, Pharmaceutical Chemistry Journal, 2020, 54(4), 345-352

Production Method 18

594-19-4

80360-14-1

80360-20-9

Reaction Conditions

Reference

Generation and reactions of 3-lithio-1-(phenylsulfonyl)indole

Saulnier, Mark G.; et al, Journal of Organic Chemistry, 1982, 47(5), 757-61

Production Method 19

26340-47-6

80360-20-9

Reaction Conditions

1.1 Catalysts: Lithium diisopropylamide
2.1 -
3.1 -

Reference

Generation and reactions of 3-lithio-1-(phenylsulfonyl)indole

Saulnier, Mark G.; et al, Journal of Organic Chemistry, 1982, 47(5), 757-61

Production Method 20

80360-20-9

Reaction Conditions

1.1 Catalysts: Ferrous acetate , (4S,4′S,5R,5′R)-2,2′-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole] Solvents: Acetonitrile , Toluene ; 30 min, rt
1.2 Solvents: Acetonitrile , Toluene ; 12 h, rt
1.3 Reagents: Sodium bicarbonate Solvents: Water

Reference

Iron(II)-Catalyzed Asymmetric Intramolecular Aminohydroxylation of Indoles

Zhang, Yong-Qiang; et al, Organic Letters, 2013, 15(15), 3910-3913

Production Method 21

89-75-8

80360-20-9

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ; 0 °C; 1 h, 0 °C
1.2 Reagents: Water
2.1 Catalysts: Ferrous acetate , (4S,4′S,5R,5′R)-2,2′-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole] Solvents: Acetonitrile , Toluene ; 30 min, rt
2.2 Solvents: Acetonitrile , Toluene ; 12 h, rt
2.3 Reagents: Sodium bicarbonate Solvents: Water

Reference

Iron(II)-Catalyzed Asymmetric Intramolecular Aminohydroxylation of Indoles

Zhang, Yong-Qiang; et al, Organic Letters, 2013, 15(15), 3910-3913

Production Method 22

530-62-1

89241-33-8

80360-20-9

Reaction Conditions

1.1 Solvents: Acetonitrile ; 1 h, rt
1.2 Reagents: Imidazole , Hydroxyamine hydrochloride ; 4 h, rt
2.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ; 0 °C; 1 h, 0 °C
2.2 Reagents: Water
3.1 Catalysts: Ferrous acetate , (4S,4′S,5R,5′R)-2,2′-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole] Solvents: Acetonitrile , Toluene ; 30 min, rt
3.2 Solvents: Acetonitrile , Toluene ; 12 h, rt
3.3 Reagents: Sodium bicarbonate Solvents: Water

Reference

Iron(II)-Catalyzed Asymmetric Intramolecular Aminohydroxylation of Indoles

Zhang, Yong-Qiang; et al, Organic Letters, 2013, 15(15), 3910-3913

Production Method 23

487-89-8

80360-20-9

Reaction Conditions

1.1 Reagents: Sodium hydroxide , Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ; 0.5 h, 0 °C
1.2 0 °C; 0.5 h, rt
2.1 Reagents: Sodium borohydride Solvents: Methanol ; 30 min, 0 °C
3.1 Solvents: Acetonitrile ; 1 h, rt
3.2 Reagents: Imidazole , Hydroxyamine hydrochloride ; 4 h, rt
4.1 Reagents: Triethylamine Solvents: Tetrahydrofuran ; 0 °C; 1 h, 0 °C
4.2 Reagents: Water
5.1 Catalysts: Ferrous acetate , (4S,4′S,5R,5′R)-2,2′-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole] Solvents: Acetonitrile , Toluene ; 30 min, rt
5.2 Solvents: Acetonitrile , Toluene ; 12 h, rt
5.3 Reagents: Sodium bicarbonate Solvents: Water

Reference

Iron(II)-Catalyzed Asymmetric Intramolecular Aminohydroxylation of Indoles

Zhang, Yong-Qiang; et al, Organic Letters, 2013, 15(15), 3910-3913

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Raw materials

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Preparation Products

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde (80360-20-9)

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Related Literature

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Related Categories

Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzenesulfonamides

80360-20-9 (1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde) Related Products

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Cas no 80360-20-9 (1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde)

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

Computed Properties

Experimental Properties

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Security Information

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Customs Data

China Customs Code:

Overview:

Declaration elements:

Summary:

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Pricemore >>

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Production Method

Production Method 1

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Production Method 22

Production Method 23

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Raw materials

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Preparation Products

1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde Related Literature

Related Categories

80360-20-9 (1-(Phenylsulfonyl)-1h-indole-3-carbaldehyde) Related Products