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20300-02-1

20300-02-1 Structure

20300-02-1 Structure
IdentificationMore
[Name]

THIOPHENE-2-THIOCARBOXAMIDE
[CAS]

20300-02-1
[Synonyms]

OTAVA-BB BB7020331311
THIOPHENE-2-CARBOTHIOAMIDE
THIOPHENE-2-CARBOTHIOIC ACID AMIDE
THIOPHENE-2-THIOAMIDE
THIOPHENE-2-THIOCARBOXAMIDE
Thiophene-2-carbothioamide, 95+%
[Molecular Formula]

C5H5NS2
[MDL Number]

MFCD00052890
[Molecular Weight]

143.23
[MOL File]

20300-02-1.mol
Chemical PropertiesBack Directory
[Melting point ]

106 °C
[Boiling point ]

260℃
[density ]

1.357
[Fp ]

111℃
[storage temp. ]

2-8°C(protect from light)
[form ]

powder to crystal
[pka]

12.56±0.29(Predicted)
[color ]

White to Yellow to Green
[Water Solubility ]

Insoluble in water.
[BRN ]

110159
[InChI]

1S/C5H5NS2/c6-5(7)4-2-1-3-8-4/h1-3H,(H2,6,7)
[InChIKey]

HDXYHAPUCGQOBX-UHFFFAOYSA-N
[SMILES]

NC(=S)c1cccs1
[CAS DataBase Reference]

20300-02-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Warning
[Hazard statements ]

H301-H315-H319-H335
[Precautionary statements ]

P280h-P305+P351+P338-P309-P310
[Hazard Codes ]

Xi
[Risk Statements ]

R25:Toxic if swallowed.
[Safety Statements ]

S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

2811
[WGK Germany ]

WGK 3
[Hazard Note ]

Irritant
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

2934999090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Skin Sens. 1
Raw materials And Preparation ProductsBack Directory
[Raw materials]

N,N-Dimethylformamide-->Hydroxylamine hydrochloride-->Sodium hydrosulfide-->N-Methyl-2-pyrrolidone-->Magnesium chloride hexahydrate-->2-Thiophenecarboxaldehyde-->2-Thiophenecarboxamide-->2-Thiophenecarbonitrile-->Lawesson's Reagent-->1,2-Dimethoxyethane
Hazard InformationBack Directory
[Uses]

Thiophene-2-thiocarboxamide is used as a pharmaceutical intermediate.
[Synthesis]

2-THIOPHENECARBOXAMIDE

5813-89-8

THIOPHENE-2-THIOCARBOXAMIDE

20300-02-1

General procedure for the synthesis of thiophene-2-thioformamide from 2-thiophenecarboxamide: 2-thiophenecarboxamide (1 g, 7.86 mmol) was dissolved in dry 1,2-dimethoxyethane (30 mL). Lawesson's reagent (1.6 g, 3.9 mmol) was added and the reaction was protected under nitrogen. The reaction mixture was stirred at room temperature for 12 hours and then filtered. Subsequently, the solvent was removed by distillation under reduced pressure and the residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 10:1 to 2:1) to afford thiophene-2-thiocarboxamide (1.0 g, 88.8% yield, white solid). Thiophene-2-carbothioamide can be used directly in the subsequent reaction without further purification.

[References]

[1] Patent: EP2708534, 2014, A1. Location in patent: Paragraph 0055
[2] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 10, p. 904 - 908
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 17, p. 7512 - 7523
[4] Chemistry - A European Journal, 2013, vol. 19, # 29, p. 9655 - 9662
[5] Journal of Chemical Research, 2010, # 3, p. 151 - 153
Spectrum DetailBack Directory
[Spectrum Detail]

THIOPHENE-2-THIOCARBOXAMIDE(20300-02-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

thiophene-2-carbothioamide(20300-02-1)
[Alfa Aesar]

Thiophene-2-thiocarboxamide, 97%(20300-02-1)
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