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30433-91-1 Usage

Chemical Properties

colorless to yellow liquid

Uses

Different sources of media describe the Uses of 30433-91-1 differently. You can refer to the following data:
1. [2-(Thiophene-2-yl)ethyl]amine is used in the synthesis of geldanamycin derivatives as HCV replication inhibitors targetting Hsp90.
2. 2-Thiopheneethylamine (2-thiophene ethyl amine, 2-(thien-2-yl)ethylamine) is suitable to functionalize multiwall carbon nanotubes (MWCNT).It may be used as a reactant in the synthesis of pyrimidine derivatives by reacting with various isothiocyanatoketones and acylguanidines derivatives by reacting with aroyl S-methylisothiourea.

General Description

2-Thiopheneethylamine (2-(thiophen-2-yl)ethanamine) is an aromatic amine. It undergoes microwave induced condensation with iminodiacetic acid to form the corresponding piperazine-2,6-dione derivatives. Its effect as a probable substitute to the pyridine ligand on the performance of poly(3-hexylthiophene)/CdSe hybrid solar cells has been investigated.

Synthesis

N,N-Dimethylformamide (DMF) reacts with thiophene to obtain 2-thiophenecarbaldehyde, then reacts with isopropyl chloroacetate to obtain 2-thiopheneacetaldehyde, and then reacts with hydroxylamine hydrochloride to obtain 2-thiopheneacetaldehyde oxime, and finally reduced to give 2-thiopheneethylamine.

Check Digit Verification of cas no

The CAS Registry Mumber 30433-91-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,0,4,3 and 3 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 30433-91:
(7*3)+(6*0)+(5*4)+(4*3)+(3*3)+(2*9)+(1*1)=81
81 % 10 = 1
So 30433-91-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H9NS/c7-4-3-6-2-1-5-8-6/h1-2,5H,3-4,7H2/p+1

30433-91-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A10920)  2-Thiopheneethylamine, 98%   

  • 30433-91-1

  • 1g

  • 410.0CNY

  • Detail
  • Alfa Aesar

  • (A10920)  2-Thiopheneethylamine, 98%   

  • 30433-91-1

  • 5g

  • 1283.0CNY

  • Detail
  • Alfa Aesar

  • (A10920)  2-Thiopheneethylamine, 98%   

  • 30433-91-1

  • 25g

  • 5226.0CNY

  • Detail
  • Aldrich

  • (423270)  2-Thiopheneethylamine  96%

  • 30433-91-1

  • 423270-1G

  • 506.61CNY

  • Detail
  • Aldrich

  • (423270)  2-Thiopheneethylamine  96%

  • 30433-91-1

  • 423270-5G

  • 1,601.73CNY

  • Detail

30433-91-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Thiophene-2-ethylamine

1.2 Other means of identification

Product number -
Other names 2-Thiopheneethylamin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:30433-91-1 SDS

30433-91-1Synthetic route

2-(2-nitroethenyl)thiophene
874-84-0, 34312-77-1

2-(2-nitroethenyl)thiophene

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Cooling with ice; Reflux;92%
With lithium aluminium tetrahydride In tetrahydrofuran Reflux; Cooling with ice;92%
With lithium aluminium tetrahydride In tetrahydrofuran Cooling with ice; Reflux;92%
2-(2-azidoethyl)thiophene
149551-70-2

2-(2-azidoethyl)thiophene

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 16h;100%
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; tri-n-butyl-tin hydride In tetrahydrofuran at 0℃; for 0.5h; Reduction;89%
2-cyanomethylthiophene
20893-30-5

2-cyanomethylthiophene

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With indium(III) chloride; sodium tetrahydroborate In tetrahydrofuran at 25℃; for 4h; Inert atmosphere;98%
With lithium aluminium tetrahydride In tetrahydrofuran71%
With lithium aluminium tetrahydride; aluminium trichloride In diethyl ether for 1h; Ambient temperature;56%
3-(thiophen-2-yl)-propionamide
26359-22-8

3-(thiophen-2-yl)-propionamide

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With sodium hydroxide; sodium hypochlorite Zusatz von Kaliumhydroxid;
With bromine at 70℃; for 1h; Hofmann Rearrangement; Large scale;1110g
2-(thiophen-2-yl)acetamide
4461-29-4

2-(thiophen-2-yl)acetamide

4,5,6,7-tetrahydrothieno[3,2-c]pyridine
54903-50-3

4,5,6,7-tetrahydrothieno[3,2-c]pyridine

2-(2-thienyl)ethylimide

2-(2-thienyl)ethylimide

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
In hydrogenchloride; sodium hydroxide74.5%
1-(2-thienyl)-2-nitroethene
34312-77-1

1-(2-thienyl)-2-nitroethene

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With diborane
With hydrogenchloride; sodium borohydrid; trifluoroborane diethyl ether In tetrahydrofuran; water; toluene
acetylacetone
123-54-6

acetylacetone

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With sodium carbonate In 2-methoxy-ethanol; water
C7H10N2OS

C7H10N2OS

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With bromine at 60℃; for 1h; Hofmann Rearrangement;
4-(thiophen-2-yl)butan-2-one
59594-93-3

4-(thiophen-2-yl)butan-2-one

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With hydrogen azide at 60 - 120℃;
2-(2-nitroethyl)thiophene
30807-46-6

2-(2-nitroethyl)thiophene

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With hydrogen at 120℃; for 12h; Autoclave;1009 g
C19H17NS

C19H17NS

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With sulfuric acid; water at 20℃;
2-thiophenethanol
5402-55-1

2-thiophenethanol

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With dmap; trifluoromethylsulfonic anhydride; ammonia 1.) CH2Cl2, from -30 deg C to RT, 2.) THF, from -30 deg C to RT; Multistep reaction;
Multi-step reaction with 3 steps
1: Et3N / CH2Cl2 / 12 h / -5 °C
2: 85 percent / dimethylformamide / 6 h / 60 °C
3: 89 percent / TBTH; Ni(diphenylphosphinoethane)Cl2 / tetrahydrofuran / 0.5 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: chloroform; pyridine; phosphorus (III)-bromide
2: ammonia; ethanol
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 0.5 h / 20 °C
2: sodium azide / dimethyl sulfoxide / 1 h / 80 °C
3: palladium on activated charcoal; hydrogen / methanol / 16 h / 20 °C
View Scheme
1,3,5-tris-(2-(2-thienyl)ethyl)isocyanurate
150177-92-7

1,3,5-tris-(2-(2-thienyl)ethyl)isocyanurate

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With sodium hydroxide In butan-1-ol for 72h; Heating;83%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; ammonium acetate / 10 h / Heating
2: lithium aluminium tetrahydride / tetrahydrofuran / Cooling with ice; Reflux
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; ammonium acetate / 10 h / 80 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / Reflux; Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: ammonium acetate / acetic acid / 10 h / 80 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / Cooling with ice; Reflux
View Scheme
Multi-step reaction with 2 steps
1: ammonium acetate / 2 h / Reflux
2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
View Scheme
2-(2-Bromoethyl)thiophene
26478-16-0

2-(2-Bromoethyl)thiophene

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With ethanol; ammonia
2-(thiophen-2-yl)acetamide
4461-29-4

2-(thiophen-2-yl)acetamide

2-(2-thienyl)ethylimide

2-(2-thienyl)ethylimide

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

N-(2-(thien-2-yl)ethyl)-phthalimide
60555-55-7

N-(2-(thien-2-yl)ethyl)-phthalimide

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With hydrazine In ethanol; water for 14h; Reflux;
N-<2-(2-Thienyl)ethyl>benzolsulfonamid
115328-17-1

N-<2-(2-Thienyl)ethyl>benzolsulfonamid

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene for 72h; Heating;25%
4-methyl-N-(2-(thiophen-2-yl)ethyl)benzenesulfonamide
102996-95-2

4-methyl-N-(2-(thiophen-2-yl)ethyl)benzenesulfonamide

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene for 24h; Heating;6%
diethyl N-[2-(thien-2-yl)-ethyl]-phosphoramidate
86052-66-6

diethyl N-[2-(thien-2-yl)-ethyl]-phosphoramidate

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With hydrogenchloride at 80 - 85℃; for 1.5h; Yield given;
isopropyl N-[2-(thien-2-yl)-ethyl]-amino-phenylphosphinate
111512-35-7

isopropyl N-[2-(thien-2-yl)-ethyl]-amino-phenylphosphinate

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
With hydrogenchloride at 80 - 85℃; for 1.5h; Yield given;
2-(thiophen-2-yl)ethyl methanesulfonate
61380-07-2

2-(thiophen-2-yl)ethyl methanesulfonate

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / dimethylformamide / 6 h / 60 °C
2: 89 percent / TBTH; Ni(diphenylphosphinoethane)Cl2 / tetrahydrofuran / 0.5 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium azide / dimethyl sulfoxide / 1 h / 80 °C
2: palladium on activated charcoal; hydrogen / methanol / 16 h / 20 °C
View Scheme
Diethyl N-[β-(thien-2-yl)-vinyl]-phosphoramidate
86052-65-5

Diethyl N-[β-(thien-2-yl)-vinyl]-phosphoramidate

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / ethanol / 1 h / 50 °C
2: aq. HCl / 1.5 h / 80 - 85 °C
View Scheme
Isopropyl N-[β-(thien-2-yl)-vinyl]-amino-phenylphosphinate
86423-62-3

Isopropyl N-[β-(thien-2-yl)-vinyl]-amino-phenylphosphinate

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / ethanol / 1 h / 50 °C
2: aq. HCl / 1.5 h / 80 - 85 °C
View Scheme
2-Chloromethylthiophene
765-50-4

2-Chloromethylthiophene

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-benzyl-N,N,N-triethylammonium chloride / water-d2
2: lithium aluminium tetrahydride / tetrahydrofuran
View Scheme
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 20 °C
2: triethylamine / dichloromethane / 0.5 h / 20 °C
3: sodium azide / dimethyl sulfoxide / 1 h / 80 °C
4: palladium on activated charcoal; hydrogen / methanol / 16 h / 20 °C
View Scheme
3-thiophen-2-yl-2-thioxo-propionic acid
89677-36-1

3-thiophen-2-yl-2-thioxo-propionic acid

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethanol; hydroxylamine
2: acetic acid anhydride
3: lithium alanate; diethyl ether
View Scheme
5-(2'-thiophenemethylene)rhodamine
6319-47-7, 98800-08-9, 98800-09-0

5-(2'-thiophenemethylene)rhodamine

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aq. NaOH solution
2: ethanol; hydroxylamine
3: acetic acid anhydride
4: lithium alanate; diethyl ether
View Scheme
2-hydroxyimino-3-[2]thienyl-propionic acid
139109-61-8

2-hydroxyimino-3-[2]thienyl-propionic acid

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid anhydride
2: lithium alanate; diethyl ether
View Scheme
3-(2-thienyl)propanoic acid
5928-51-8

3-(2-thienyl)propanoic acid

[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform; thionyl chloride / Behandeln des Reaktionsgemisches mit wss. Ammoniak und wss. Natronlauge
2: aqueous sodium hypochlorite solution; aq. NaOH solution / Zusatz von Kaliumhydroxid
View Scheme
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-(2-(thiophen-2-yl)ethyl)acetamide
135709-69-2

2-chloro-N-(2-(thiophen-2-yl)ethyl)acetamide

Conditions
ConditionsYield
With potassium carbonate In dichloromethane Ambient temperature;100%
With triethylamine In dichloromethane at 0℃;82%
In benzene at 0℃; Reflux;
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

N-((tert-butyloxy)carbonyl)-N'-(2-(4-fluorophenyl)ethyl)iminodiacetic acid monoamide
188625-17-4

N-((tert-butyloxy)carbonyl)-N'-(2-(4-fluorophenyl)ethyl)iminodiacetic acid monoamide

N-((tert-butyloxy)carbonyl)-N'-(2-(4-fluorophenyl)ethyl)-N''-(2-(2'-thienyl)ethyl)iminodiacetic acid diamide
211745-31-2

N-((tert-butyloxy)carbonyl)-N'-(2-(4-fluorophenyl)ethyl)-N''-(2-(2'-thienyl)ethyl)iminodiacetic acid diamide

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 16h; Substitution;100%
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; Acylation;93%
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 16h;
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

4-biphenyl-carboxylic acid chloride
14002-51-8

4-biphenyl-carboxylic acid chloride

4-phenylbenzoyl chloride

4-phenylbenzoyl chloride

Conditions
ConditionsYield
With sodium hydroxide In water at 0℃;100%
With triethylamine In tetrahydrofuran for 0.5h;96%
With sodium hydroxide In water for 12h; Cooling with ice;82%
With triethylamine In tetrahydrofuran at 20℃;55%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

formaldehyd
50-00-0

formaldehyd

benzotriazol-1-ylmethyl-(2-thiophen-2-yl-ethyl)-amine
1201693-98-2

benzotriazol-1-ylmethyl-(2-thiophen-2-yl-ethyl)-amine

Conditions
ConditionsYield
In diethyl ether; water at 20℃;100%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

2-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid
73991-95-4, 114458-03-6, 119618-59-6, 113278-68-5

2-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid

C13H17NO4S
1218950-25-4

C13H17NO4S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide100%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

1,4-Dihydroxynaphthalene
571-60-8

1,4-Dihydroxynaphthalene

2-((thiophen-2-yl)ethylamino)naphthalene-1,4-dione

2-((thiophen-2-yl)ethylamino)naphthalene-1,4-dione

Conditions
ConditionsYield
With cerium(III) chloride heptahydrate; triethylamine In ethanol at 20℃; Further stages;100%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

1-phenyl-3-(2-(thiophen-2-yl)ethyl)thiourea
59311-69-2

1-phenyl-3-(2-(thiophen-2-yl)ethyl)thiourea

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h; Addition;99%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Cyclohexanecarboxylic acid
98-89-5

Cyclohexanecarboxylic acid

cyclohexanecarboxylic acid (2-thiophen-2-ylethyl)amide
308287-68-5

cyclohexanecarboxylic acid (2-thiophen-2-ylethyl)amide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 15h; Substitution;99%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

formaldehyd
50-00-0

formaldehyd

6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride
28783-41-7

6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride

Conditions
ConditionsYield
Stage #1: [2-(2-thyenyl)ethyl]amine; formaldehyd In dichloromethane at 40 - 45℃;
Stage #2: With hydrogenchloride In dichloromethane; water; N,N-dimethyl-formamide at 20 - 70℃;
99%
Stage #1: [2-(2-thyenyl)ethyl]amine; formaldehyd In toluene for 1.5h; Reflux; Inert atmosphere; Dean-Stark;
Stage #2: With hydrogenchloride In 1,4-dioxane; toluene at 60℃; for 0.5h; Inert atmosphere;
98%
Stage #1: [2-(2-thyenyl)ethyl]amine; formaldehyd In 1,2-dichloro-ethane for 4h; Heating / reflux;
Stage #2: With hydrogenchloride In 1,2-dichloro-ethane; N,N-dimethyl-formamide at 70℃; for 4h;
90%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Diethyl maleate
141-05-9

Diethyl maleate

1,4-diethyl 2-{[2-(thiophen-2-yl)ethyl]amino}butanedioate

1,4-diethyl 2-{[2-(thiophen-2-yl)ethyl]amino}butanedioate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 16h;99%
In acetonitrile at 20℃; for 16h;99%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

p-tert-butyl benzoyl chloride
1710-98-1

p-tert-butyl benzoyl chloride

C17H21NOS

C17H21NOS

Conditions
ConditionsYield
With sodium hydroxide In water for 12h; Cooling with ice;99%
With sodium hydroxide In water at 0℃;98%
With sodium hydroxide In water for 12h;80%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl (2-(thiophen-2-yl)ethyl)carbamate
381666-12-2

tert-butyl (2-(thiophen-2-yl)ethyl)carbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 72h; Inert atmosphere;98%
With triethylamine In dichloromethane at 20℃; Schlenk technique; Inert atmosphere;98%
In chloroform for 6h; Heating;
In dichloromethane at 20℃; Inert atmosphere;
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

5-methoxy-2-tetralone
32940-15-1

5-methoxy-2-tetralone

5-methoxy-N-2'-(thien-2-yl)ethyltetralin-2-amine
102120-95-6

5-methoxy-N-2'-(thien-2-yl)ethyltetralin-2-amine

Conditions
ConditionsYield
Stage #1: [2-(2-thyenyl)ethyl]amine; 5-methoxy-2-tetralone With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; Inert atmosphere; Industry scale;
Stage #2: With acetic acid In dichloromethane at 20℃;
Stage #3: With sodium hydroxide In dichloromethane; water Product distribution / selectivity; cooling with ice-water; Alkaline conditions;
98%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; Solvent; Reagent/catalyst; Temperature; Time; Inert atmosphere;98%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

C19H22O7

C19H22O7

C25H29NO6S

C25H29NO6S

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;98%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

m-Toluic acid
99-04-7

m-Toluic acid

[2-(2-thienyl)ethylamino](m-tolyl)formaldehyde

[2-(2-thienyl)ethylamino](m-tolyl)formaldehyde

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;98%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

carbon disulfide
75-15-0

carbon disulfide

1,3-di(2-(thiophen-2-yl)ethyl)thiourea
336804-80-9

1,3-di(2-(thiophen-2-yl)ethyl)thiourea

Conditions
ConditionsYield
In water at 20℃; for 0.166667h; Green chemistry;98%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

formaldehyd
50-00-0

formaldehyd

N-(thiophen-2-ylethyl)methyleneamine
111954-31-5

N-(thiophen-2-ylethyl)methyleneamine

Conditions
ConditionsYield
In ethanol at 49 - 53℃; for 3h; Temperature; Solvent; Eschweiler-Clarke Methylation;97.69%
In water Heating;
In water at 20 - 90℃; for 18h;
With titanium(IV) isopropylate at 80℃; for 2h; Inert atmosphere;
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

benzoyl chloride
98-88-4

benzoyl chloride

N-<2-(2-thienyl)ethyl>benzamide
76356-24-6

N-<2-(2-thienyl)ethyl>benzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 0.25h;97%
With sodium hydroxide In water for 12h; Cooling with ice;95%
With sodium hydroxide In water for 12h;80%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

N-(2-(thien-2-yl)ethyl)formamide
28783-49-5

N-(2-(thien-2-yl)ethyl)formamide

Conditions
ConditionsYield
With sodium hydrogencarbonate at 20℃;97%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

Glyoxilic acid
298-12-4

Glyoxilic acid

4,5,6,7-Tetrahydro-thieno[3,2-c]pyridine-4-carboxylic acid
77307-66-5

4,5,6,7-Tetrahydro-thieno[3,2-c]pyridine-4-carboxylic acid

Conditions
ConditionsYield
In water for 0.5h; Ambient temperature;97%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

aniline
62-53-3

aniline

N-(2-(thiophen-2-yl)ethyl)aniline
1120351-34-9

N-(2-(thiophen-2-yl)ethyl)aniline

Conditions
ConditionsYield
Shvo complex In tert-Amyl alcohol at 150℃; for 24h;97%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

4-chloro-2-(4-methanesulfonylphenyl)-6-trifluoromethylpyrimidine
1018481-30-5

4-chloro-2-(4-methanesulfonylphenyl)-6-trifluoromethylpyrimidine

C18H16F3N3O2S2
1018480-66-4

C18H16F3N3O2S2

Conditions
ConditionsYield
With triethylamine97%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

3-fluoro-5-(trifluoromethyl)benzoic acid
161622-05-5

3-fluoro-5-(trifluoromethyl)benzoic acid

C14H11F4NOS
1370339-91-5

C14H11F4NOS

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In dichloromethane; acetonitrile at 20℃;97%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

C10H15NS

C10H15NS

Conditions
ConditionsYield
Stage #1: [2-(2-thyenyl)ethyl]amine; trans-Crotonaldehyde With magnesium sulfate In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 16h; Inert atmosphere;
97%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

9-chloro-2-methoxyacridine
16492-13-0

9-chloro-2-methoxyacridine

2-methoxy-N-(2-(thiophen-2-yl)ethyl)acridin-9-amine
1217181-64-0

2-methoxy-N-(2-(thiophen-2-yl)ethyl)acridin-9-amine

Conditions
ConditionsYield
In methanol for 14h; Reflux;96%
[2-(2-thyenyl)ethyl]amine
30433-91-1

[2-(2-thyenyl)ethyl]amine

5-bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine
951626-91-8

5-bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine

3-chloro-N-(2-(thiophen-2-yl)ethyl)-1H-pyrrolo[2,3-b]pyridin-5-amine
1248587-77-0

3-chloro-N-(2-(thiophen-2-yl)ethyl)-1H-pyrrolo[2,3-b]pyridin-5-amine

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); lithium hexamethyldisilazane In tetrahydrofuran at 65℃; for 4h; Inert atmosphere; Sealed vial;96%

30433-91-1Relevant articles and documents

Application of the cyanurate-isocyanurate rearrangement to amine synthesis: Preparation of 2-(2-thienyl)ethylamine

Harrington,Sanchez

, p. 1307 - 1314 (1993)

This communication describes a new method for preparation of 2-(2-thienyl)ethylamine, an important pharmaceutical intermediate. The method is based on the O-to-N migration of an alkyl group via cyanurate-isocyanurate rearrangment.

1,2,5-oxadiazole derivative used as indoleamine 2,3-dioxygenase inhibitor

-

, (2019/10/01)

The invention belongs to the technical field of 1,2,5-oxadiazole derivatives, and particularly relates to a 1,2,5-oxadiazole derivative or a pharmaceutically acceptable salt thereof which is used as an indoleamine 2,3-dioxygenase inhibitor. The structure of the 1,2,5-oxadiazole derivative or the pharmaceutically acceptable salt thereof used as the IDO inhibitor is shown in the following formula I.The invention provides a general formula compound I with a novel structure. Experimental results show that some compounds have excellent IDO inhibitory activity and permeation performance at the sametime. The compound is expected to be marketed as a tumor molecular immunotherapeutic drug for cancer treatment.

Hydrogenation of Nitriles and Ketones Catalyzed by an Air-Stable Bisphosphine Mn(I) Complex

Weber, Stefan,St?ger, Berthold,Kirchner, Karl

supporting information, p. 7212 - 7215 (2018/11/25)

Efficient hydrogenations of nitriles and ketones with molecular hydrogen catalyzed by a well-defined bench-stable bisphosphine Mn(I) complex are described. These reactions are environmentally benign and atomically economic, implementing an inexpensive, earth-abundant nonprecious metal catalyst. A range of aromatic and aliphatic nitriles and ketones were efficiently converted into primary amines and alcohols, respectively, in good to excellent yields. The hydrogenation of nitriles proceeds at 100 °C with catalyst loading of 2 mol % and 20 mol % base (t-BuOK), while the hydrogenation of ketones takes place already at 50 °C, with a catalyst loading of 1 mol % and 5 mol % of base. In both cases, a hydrogen pressure of 50 bar was applied.

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