Product Name

  • Name

    2-Thiophenamine

  • EINECS
  • CAS No. 616-46-6
  • Article Data34
  • CAS DataBase
  • Density 1.221 g/cm3
  • Solubility
  • Melting Point 12-13 °C(Solv: hexane (110-54-3); dichloromethane (75-09-2))
  • Formula C4H5NS
  • Boiling Point 194.5 °C at 760 mmHg
  • Molecular Weight 99.1564
  • Flash Point 71.4 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 616-46-6 (2-Thiophenamine)
  • Hazard Symbols Xn
  • Synonyms Thiophenine(6CI);(Thiophen-2-yl)amine;2-Aminothiophene;2-Thienylamine;2-Thiophenine;NSC 118942;
  • PSA 91.56000
  • LogP 2.54480

Synthetic route

2-Iodothiophene
3437-95-4

2-Iodothiophene

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
With copper(l) iodide; ascorbic acid In ammonia at 25℃; for 18h; liquid NH3;99%
With copper(l) iodide; ammonia; potassium carbonate; L-proline In water; dimethyl sulfoxide at 25℃; for 12h; Inert atmosphere;50%
With copper(l) iodide; ammonia; sodium phosphate In water at 100℃; for 15h;50%
With copper(l) iodide; ammonia; potassium carbonate; L-proline In water; dimethyl sulfoxide at 60℃; for 12h; Inert atmosphere;20%
tert-butyl (2-thienyl)carbamate
56267-50-6

tert-butyl (2-thienyl)carbamate

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 50℃; for 2h;96%
With hydrogenchloride In 1,4-dioxane at 50℃; for 2h;96%
With hydrogenchloride In diethyl ether at 20℃; for 0.5h;
2-nitrothiophene
609-40-5

2-nitrothiophene

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
With triethylamine In water at 80℃; for 4h; Inert atmosphere; Green chemistry; chemoselective reaction;91%
With sodium tetrahydroborate; copper In water at 80℃; for 0.133333h; Green chemistry;90%
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran; water at 20℃; for 0.5h;
2-bromothiophene
1003-09-4

2-bromothiophene

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
With C24H32N2*ClCu; ammonia; potassium carbonate In 1-methyl-pyrrolidin-2-one; methanol at 90℃; under 5171.62 Torr; for 24h; Inert atmosphere;88%
4-(2-tetrahydropyranoxy)-2-butyl-nitrile

4-(2-tetrahydropyranoxy)-2-butyl-nitrile

Methyl thioglycolate
2365-48-2

Methyl thioglycolate

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
With sodium In methanol48%
2-thiophenylcarboxylic acid
527-72-0

2-thiophenylcarboxylic acid

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
With polystyrene Wang resin; diphenylphosphoranyl azide; triethylamine; trifluoroacetic acid 1.) toluene, 100 deg C, 16 h, 2.) CH2Cl2, 5 min; Yield given; Multistep reaction;
hydrogenchloride
7647-01-0

hydrogenchloride

2-nitrothiophene
609-40-5

2-nitrothiophene

tin

tin

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

...Expand
1,3-dimethyl-2-(2-thienylimino)imidazolidine
592489-23-1

1,3-dimethyl-2-(2-thienylimino)imidazolidine

A

thiophene-2-methylamine
111859-85-9

thiophene-2-methylamine

B

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 12h;
2-nitrothiophene
609-40-5

2-nitrothiophene

iron
7439-89-6

iron

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
In acetic acid
glyoxylonitrile
4471-47-0

glyoxylonitrile

cyclopentanone
120-92-3

cyclopentanone

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
With hydrogen sulfide; triethylamine In methanol; ethanol
cyanoacetic acid
372-09-8

cyanoacetic acid

thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

Conditions
ConditionsYield
With hydrogen sulfide In diethylamine
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

benzoyl chloride
98-88-4

benzoyl chloride

N-(thiophen-2-yl)benzamide
136-34-5

N-(thiophen-2-yl)benzamide

Conditions
ConditionsYield
for 0.0166667h; microwave irradiation;91%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

1,3,5-benzene tris(carbonyl chloride)
4422-95-1

1,3,5-benzene tris(carbonyl chloride)

N1,N3,N5-trithienyltrimesamide

N1,N3,N5-trithienyltrimesamide

Conditions
ConditionsYield
In dichloromethane at 30℃; for 0.5h; Sonication;91%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate
96568-04-6

ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

(Z)-2-(2,6-Dichloro-5-fluoro-pyridine-3-carbonyl)-3-(thiophen-2-ylamino)-acrylic acid ethyl ester
108118-76-9

(Z)-2-(2,6-Dichloro-5-fluoro-pyridine-3-carbonyl)-3-(thiophen-2-ylamino)-acrylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate; orthoformic acid triethyl ester With acetic anhydride at 140℃; for 1h;
Stage #2: thiophen-2-ylamine In ethanol at 20℃; Further stages.;		90%
...Expand
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

2,4-dichloro-1,3-dimethyl-1,3,2,4-diazadiphosphetidine-2,4-dioxide
5944-59-2

2,4-dichloro-1,3-dimethyl-1,3,2,4-diazadiphosphetidine-2,4-dioxide

C10H14N4O2P2S2

C10H14N4O2P2S2

Conditions
ConditionsYield
In acetonitrile Reflux;90%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

acetic acid
64-19-7

acetic acid

2-acetylaminothiophene
13053-81-1

2-acetylaminothiophene

Conditions
ConditionsYield
With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate at 96 - 100℃; for 5h; Temperature; chemoselective reaction;90%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

ethyl (ethoxymethylene)cyanoacetate
94-05-3

ethyl (ethoxymethylene)cyanoacetate

ethyl α-cyano-β-(N-2-thienylammonium)acrylate
65075-97-0

ethyl α-cyano-β-(N-2-thienylammonium)acrylate

Conditions
ConditionsYield
88%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

carbon monoxide
201230-82-2

carbon monoxide

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

C14H14N2O3S

C14H14N2O3S

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; methyl-triphenylphosphonium iodide; palladium diacetate at 50℃; under 760.051 Torr; for 24h;87%
...Expand
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

N-(thiophen-2-yl)benzamide
136-34-5

N-(thiophen-2-yl)benzamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iron(III) chloride In 1,2-dichloro-ethane at 70℃;85%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

3-phenyl-propenal
104-55-2

3-phenyl-propenal

6-phenyl-thieno[2,3-b]pyridine
100037-80-7

6-phenyl-thieno[2,3-b]pyridine

Conditions
ConditionsYield
In water; acetic acid for 0.05 - 0.0583333h; Microwave irradiation;82%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

2-acetoxy-2-(4-nitrophenyl)acetic acid
29898-08-6

2-acetoxy-2-(4-nitrophenyl)acetic acid

acetic acid (4-nitro-phenyl)-(thiophen-2-ylcarbamoyl)-methyl ester

acetic acid (4-nitro-phenyl)-(thiophen-2-ylcarbamoyl)-methyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran; acetonitrile Acylation;81%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

methyl chloroformate
79-22-1

methyl chloroformate

methyl N-(2-thiophene)carbamate
698-78-2

methyl N-(2-thiophene)carbamate

Conditions
ConditionsYield
With indium In acetonitrile at 20℃; for 10h; Inert atmosphere;81%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

ortho-carborane diformaldehyde

ortho-carborane diformaldehyde

iron(II) chloride

iron(II) chloride

C12H18B10Cl2FeN2S2

C12H18B10Cl2FeN2S2

Conditions
ConditionsYield
Stage #1: thiophen-2-ylamine; ortho-carborane diformaldehyde at 90℃; for 12h;
Stage #2: iron(II) chloride at 20℃; for 5h;		81%
...Expand
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

4-methoxycinnamaldehyde
1963-36-6

4-methoxycinnamaldehyde

6-(4-methoxyphenyl)-thieno[2,3-b]pyridine
1228167-47-2

6-(4-methoxyphenyl)-thieno[2,3-b]pyridine

Conditions
ConditionsYield
In water; acetic acid for 0.0333333 - 0.0416667h; Microwave irradiation;80%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

N-formylbenzotriazole
72773-04-7

N-formylbenzotriazole

N-(thiophen-2-yl)formamide
50624-49-2

N-(thiophen-2-yl)formamide

Conditions
ConditionsYield
In tetrahydrofuran at 67℃; for 5h;78%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

4-chlorocinnamaldehyde
1075-77-0

4-chlorocinnamaldehyde

6-(4-chlorophenyl)thieno<2,3-b>pyridine
109216-78-6

6-(4-chlorophenyl)thieno<2,3-b>pyridine

Conditions
ConditionsYield
In water; acetic acid for 0.0416667 - 0.05h; Microwave irradiation;78%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

propionaldehyde
123-38-6

propionaldehyde

4-ethyl-5-methyl-thieno[2,3-b]pyridine
1228167-50-7

4-ethyl-5-methyl-thieno[2,3-b]pyridine

Conditions
ConditionsYield
With triethylamine In ethanol; water for 0.0416667 - 0.05h; Microwave irradiation;78%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

bis(hydroxymethyl)diisopropylphosphonium chloride
1400979-15-8

bis(hydroxymethyl)diisopropylphosphonium chloride

bis(diisopropylphosphinomethyl)(2-thienylmethyl)amine

bis(diisopropylphosphinomethyl)(2-thienylmethyl)amine

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 14h; Schlenk technique; Inert atmosphere;77.4%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

3-nitrocinnamaldehyde
1504-76-3

3-nitrocinnamaldehyde

6-(3-nitrophenyl)-thieno[2,3-b]pyridine
1228167-45-0

6-(3-nitrophenyl)-thieno[2,3-b]pyridine

Conditions
ConditionsYield
In water; acetic acid for 0.05 - 0.0583333h; Microwave irradiation;76%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

1,5-dimethyl-4-(2-oxo-5-p-tolyl-furan-3-ylideneamino)-2-phenyl-1,2-dihydro-pyrazol-3-one
425621-58-5

1,5-dimethyl-4-(2-oxo-5-p-tolyl-furan-3-ylideneamino)-2-phenyl-1,2-dihydro-pyrazol-3-one

2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylamino)-4-oxo-4-(4-tolyl)-2-butenoic acid 2-thiazolylamide

2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylamino)-4-oxo-4-(4-tolyl)-2-butenoic acid 2-thiazolylamide

Conditions
ConditionsYield
In toluene for 3h; Heating;75%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

butyraldehyde
123-72-8

butyraldehyde

5-ethyl-4-propyl-thieno[2,3-b]pyridine
1228167-52-9

5-ethyl-4-propyl-thieno[2,3-b]pyridine

Conditions
ConditionsYield
With triethylamine In ethanol; water for 0.0333333 - 0.0416667h; Microwave irradiation;75%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

acetaldehyde
75-07-0

acetaldehyde

4-methyl-thieno[2,3-b]pyridine
13362-81-7

4-methyl-thieno[2,3-b]pyridine

Conditions
ConditionsYield
With triethylamine In ethanol; water for 0.05 - 0.0583333h; Microwave irradiation;74%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

methyl 2-(4-methylphenylamino)acetate
99075-46-4

methyl 2-(4-methylphenylamino)acetate

4H-thieno[2,3-b]pyrrole-4,5-(6H)-dione

4H-thieno[2,3-b]pyrrole-4,5-(6H)-dione

Conditions
ConditionsYield
With (R,S)-2-chloropropionic acid In toluene at 120℃; for 10h;72.7%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

C17H14N4O5S

C17H14N4O5S

C21H17N5O5S2

C21H17N5O5S2

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iron(III) chloride In 1,4-dioxane at 80℃; for 10h;70%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

acetic acid chlorocarbonyl-(4-nitro-phenyl)-methyl ester

acetic acid chlorocarbonyl-(4-nitro-phenyl)-methyl ester

acetic acid (4-nitro-phenyl)-(thiophen-2-ylcarbamoyl)-methyl ester

acetic acid (4-nitro-phenyl)-(thiophen-2-ylcarbamoyl)-methyl ester

Conditions
ConditionsYield
With pyridine at 70℃; Acylation;69%
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

4-chloro-1,10-phenanthroline-5,6-dione

4-chloro-1,10-phenanthroline-5,6-dione

benzaldehyde
100-52-7

benzaldehyde

11-chloro-1-phenyl-2-(thien-2-yl)-1H-imidazole[4,5-f][1,10]phenanthroline

11-chloro-1-phenyl-2-(thien-2-yl)-1H-imidazole[4,5-f][1,10]phenanthroline

Conditions
ConditionsYield
With ammonium acetate; acetic acid for 24h; Inert atmosphere; Reflux;69%
...Expand
thiophen-2-ylamine
616-46-6

thiophen-2-ylamine

6,7-dimethoxy-4-(1-piperazinyl)quinazoline
21584-72-5

6,7-dimethoxy-4-(1-piperazinyl)quinazoline

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

4-(6,7-dimethoxy-quinazolin-4-yl)-piperazine-1-carboxylic acid thiophen-2-ylamide

4-(6,7-dimethoxy-quinazolin-4-yl)-piperazine-1-carboxylic acid thiophen-2-ylamide

Conditions
ConditionsYield
Stage #1: thiophen-2-ylamine; 1,1'-carbonyldiimidazole With triethylamine In dichloromethane at 0℃; for 1h;
Stage #2: 6,7-dimethoxy-4-(1-piperazinyl)quinazoline In dichloromethane at 20℃; Further stages.;		67%
...Expand

2-Thiophenamine Specification

The 2-Thiophenamine, with the CAS registry number of 616-46-6, is also known as 2-Aminothiophene and 2-Thienylamine. This chemical's molecular formula is C4H5NS and molecular weight is 99.15. What's more, its IUPAC name is Thiophen-2-amine.

Physical properties about 2-Thiophenamine are: (1)ACD/LogP: 0.61; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.61; (4)ACD/LogD (pH 7.4): 0.61; (5)ACD/BCF (pH 5.5): 1.72; (6)ACD/BCF (pH 7.4): 1.73; (7)ACD/KOC (pH 5.5): 51.37; (8)ACD/KOC (pH 7.4): 51.42; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 31.48 Å2; (13)Index of Refraction: 1.629; (14)Molar Refractivity: 28.87 cm3; (15)Molar Volume: 81.1 cm3; (16)Polarizability: 11.44×10-24 cm3; (17)Surface Tension: 50.3 dyne/cm; (18)Density: 1.221 g/cm3; (19)Flash Point: 71.4 °C; (20)Enthalpy of Vaporization: 43.07 kJ/mol; (21)Boiling Point: 194.5 °C at 760 mmHg; (22)Vapour Pressure: 0.441 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: s1c(N)ccc1
(2) InChI: InChI=1/C4H5NS/c5-4-2-1-3-6-4/h1-3H,5H2
(3) InChIKey: GLQWRXYOTXRDNH-UHFFFAOYAK

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