ChemicalBook > CAS DataBase List > 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE

2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE

Product Name: 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE
CAS No.: 4651-91-6
Chemical Name: 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE
Synonyms: AKOS 92450;AKOS B000460;AKOS BBB/010;AURORA 23331;AKOS MSC-0410;ASISCHEM N16411;AKOS BBS-00007325;ZERENEX E/4047691;BUTTPARK 58\40-71;BIO-FARMA BF000441
CBNumber: CB3323681
Molecular Formula: C9H10N2S
Formula Weight: 178.25
MOL File: 4651-91-6.mol

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2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE Property

Melting point:: 151-153°C
Boiling point:: 398.1±42.0 °C(Predicted)
Density: 1.27±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
pka: 0.34±0.20(Predicted)
Appearance: Yellow to brown Solid
InChI: InChI=1S/C9H10N2S/c10-5-7-6-3-1-2-4-8(6)12-9(7)11/h1-4,11H2
InChIKey: ADHVMGAFAKSNOM-UHFFFAOYSA-N
SMILES: C12CCCCC=1C(C#N)=C(N)S2
CAS DataBase Reference: 4651-91-6(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 20/21/22-36/37/38
Safety Statements: 26-36/37/39
RIDADR: 3439
HazardClass: IRRITANT
HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S946494
Product name: 2-AMINO-4,5,6,7-TETRAHYDROBENZO(B)THIOPHENE-3-CARBONITRILE
Purity: Aldrich<sup>CPR</sup>
Packaging: 1 unit
Price: $185
Updated: 2025/07/31

Sigma-Aldrich

Product number: S946494
Product name: 2-AMINO-4,5,6,7-TETRAHYDROBENZO(B)THIOPHENE-3-CARBONITRILE
Purity: Aldrich
Packaging: 50mg
Price: $179
Updated: 2024/03/01

TCI Chemical

Product number: A3580
Product name: 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile
Purity: min. 98.0 %
Packaging: 5G
Price: $151
Updated: 2025/07/31

TCI Chemical

Product number: A3580
Product name: 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile
Purity: min. 98.0 %
Packaging: 25G
Price: $453
Updated: 2025/07/31

TRC

Product number: A630193
Product name: 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
Packaging: 500mg
Price: $90
Updated: 2021/12/16

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2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE Chemical Properties,Usage,Production

Chemical Properties

White solid

Synthesis

108-94-1

109-77-3

4651-91-6

GENERAL METHOD: A mixture of cyclohexanone (1 mmol), malononitrile (1 mmol), elemental sulfur (1 mmol) and BSA (20 mg) was dissolved in 1 mL of DMF. The reaction was carried out at 50 °C and 200 rpm. Upon completion of the reaction, BSA was removed by filtration to terminate the reaction. For high yield products, the reaction mixture was poured into water to precipitate the solid product, which was subsequently filtered and dried. For low yield products, the crude product was purified by rapid column chromatography on silica gel with the eluent being a mixed petroleum ether/ethyl acetate solvent. The structure of the product was confirmed by IR, 1H NMR and 13C NMR spectra.1H NMR (400 MHz) and 13C NMR (100 MHz) spectra were recorded on a Bruker Avance 400 spectrometer using CDCl3 as the solvent and TMS as the internal standard.IR spectra were obtained by a Nicolet Nexus 470 FT-IR spectrophotometer. HPLC analyses were performed using an Agilent 1100 series system equipped with an Agilent TC-C18 column (for 3a, 3c, 3e, 3g, 3i, 3k: methanol/water = 60/40 at a flow rate of 1.0 mL/min with a detection wavelength of 220 nm; for 3b, 3d, 3f, 3h, 3j, 3l: methanol/water = 60/40 at a flow rate of 1.0 mL/min). (1.0 mL/min, detection wavelength 229 nm). All solvents used for column chromatography were distilled and purified before use.2.2.1. 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (3a) is a yellow solid with a melting point of 140-142 °C (literature values 144-146 °C).IR (KBr): 3447, 3329, 2198 cm-1.1H NMR (400 MHz, CDCl3): δ 4.62 (broad peak, 2H), 2.53-2.46 (multiple peaks, 4H), 1.85-1.73 (multiple peaks, 4H).13C NMR (100 MHz, CDCl3): δ 159.9, 132.4, 120.7, 115.5, 88.8, 24.5, 24.1, 23.4, 22.1.

References

[1] Journal of Molecular Catalysis B: Enzymatic, 2013, vol. 95, p. 29 - 35
[2] Synlett, 2010, # 9, p. 1351 - 1354
[3] Synthetic Communications, 2010, vol. 40, # 14, p. 2067 - 2074
[4] Applied Organometallic Chemistry, 2018, vol. 32, # 5,
[5] Patent: WO2005/44008, 2005, A2. Location in patent: Page/Page column 91

2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE Preparation Products And Raw materials

Raw materials

Sulfur Malononitrile Ethanol Diethylamine Cyclohexanone

Preparation Products

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View Lastest Price from 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE manufacturers

Career Henan Chemical Co

Product: 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE 4651-91-6
Price: US $5.50/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 1kg-100kg
Release date: 2020-01-14

Career Henan Chemical Co

Product: 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE 4651-91-6
Price: US $5.50/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 1kg-100kg
Release date: 2020-01-14

4651-91-6, 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILERelated Search:

2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE 2-AMINO-6-METHYL-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE BENZO[B]THIOPHENE-3-CARBONITRILE 3-Thiophenecarbonitrile 2-CHLORO-N-(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHEN-2-YL)ACETAMIDE 2-(2-FORMYL-1H-PYRROL-1-YL)-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBONITRILE 4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE 2-[(2-hydroxy-3-methoxybenzylidene)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile 2-{[2-(benzyloxy)-3,5-diiodobenzylidene]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile TIMTEC-BB SBB009939 AURORA 9534 3-(3-CYANO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHEN-2-YLCARBAMOYL)-ACRYLIC ACID AKOS 90761 2-AMINO-6-TERT-BUTYL-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBONITRILE AURORA 9670 AKOS 89936 5-[(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIEN-2-YL)AMINO]-5-OXOPENTANOIC ACID 2-([(E)-(4-CHLOROPHENYL)METHYLIDENE]AMINO)-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE

2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBONITRYLE

2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE

2-AMINO-4,5-TETRAMETHYLENE-3-THIOPHENECARBONITRILE

1-BENZOTHIOPHENE-3-CARBONITRILE, 2-AMINO-4,5,6,7-TETRAHYDRO-

AKOS MSC-0410

AKOS BBS-00007325

AKOS BBB/010

AKOS B000460

AKOS 92450

TIMTEC-BB SBB000201

OTAVA-BB BB0111860022

ZERENEX E/4047691

4,5,6,7-Tetrahydro-2-amino-1-benzothiophene-3-carbonitrile

2-amino-4,5,6,7-tetrahydrobenzothiophene-3-carbonitrile

2-azanyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile

2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile(SALTDATA: FREE)

IFLAB-BB F0016-0385

CHEMBRDG-BB 3000460

BIO-FARMA BF000441

AURORA 23331

BUTTPARK 58\40-71

ART-CHEM-BB B000460

ASISCHEM N16411

2-AMINO-3-CYANO-4,5,6,7-TETRAHYDROBENZO(B)THIOPHENE

2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBONITRILE

2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile, 2-Amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene

2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZO[B]THIOPHENE-3-CARBONITRILE

2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile ,97%

Benzo[b]thiophene-3-carbonitrile, 2-amino-4,5,6,7-tetrahydro-

2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CAR

3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene

4651-91-6

Aromatic Nitriles