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4795-29-3

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4795-29-3 Usage

Chemical Properties

Colorless to light-yellow liquid. Distilling range 150– 156C, d 0.977 (20C/20C). Combustible.

Uses

Different sources of media describe the Uses of 4795-29-3 differently. You can refer to the following data:
1. Chemical intermediate, fine-grain photographic development, vulcanization accelerator.
2. Tetrahydro-2-furanmethanamine is used in the synthesis of novel topoisomerase I targeting anti-cancer agents with mild to potent cytotoxic activity. Also used in the discovery and synthesis of orally bioavailable stearoyl-CoA desaturase 1 inhibitors

General Description

A colorless to light yellow liquid. Insoluble in water and less dense than water. Flash point between 100 - 141°F. Used to make other chemicals and as a photographic chemical.

Air & Water Reactions

Flammable. Insoluble in water.

Reactivity Profile

2-Tetrahydrofurfurylamine is an amine and alcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Health Hazard

May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Safety Profile

Poison by intraperitoneal route. Flammable liquid when exposed to heat or flame. When heated to decomposition it emits toxic fumes of NOx. See also MINES.

Check Digit Verification of cas no

The CAS Registry Mumber 4795-29-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,9 and 5 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4795-29:
(6*4)+(5*7)+(4*9)+(3*5)+(2*2)+(1*9)=123
123 % 10 = 3
So 4795-29-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H11NO/c6-4-5-2-1-3-7-5/h5H,1-4,6H2/p+1/t5-/m1/s1

4795-29-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (B23068)  (±)-Tetrahydrofurfurylamine, 97%   

  • 4795-29-3

  • 100g

  • 378.0CNY

  • Detail
  • Alfa Aesar

  • (B23068)  (±)-Tetrahydrofurfurylamine, 97%   

  • 4795-29-3

  • 500g

  • 1238.0CNY

  • Detail
  • Aldrich

  • (131911)  Tetrahydrofurfurylamine  97%

  • 4795-29-3

  • 131911-5ML

  • 298.35CNY

  • Detail
  • Aldrich

  • (131911)  Tetrahydrofurfurylamine  97%

  • 4795-29-3

  • 131911-100ML

  • 500.76CNY

  • Detail

4795-29-3SDS

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 Tetrahydrofurfurylamine

1.2 Other means of identification

Product number -
Other names 2-Furanmethanamine, tetrahydro-

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:4795-29-3 SDS

4795-29-3Synthetic route

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
With ammonia; hydrogen In tetrahydrofuran at 180℃; for 48h; Autoclave;94%
With ammonia; hydrogen In tetrahydrofuran at 180℃; for 48h; Autoclave;94 %Chromat.
Stage #1: (2-furyl)methyl alcohol With ammonia; nickel In tetrahydrofuran at 20℃; under 2625.26 Torr; for 0.333333h; Autoclave;
Stage #2: With hydrogen In tetrahydrofuran at 180℃; under 7500.75 Torr; for 48h; Temperature; Pressure; Reagent/catalyst;
furfural
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
With ammonia; hydrogen In tetrahydrofuran at 180℃; for 12h; Autoclave;A 5.1%
B 91%
Multi-step reaction with 2 steps
1: ammonia; hydrogen / tetrahydrofuran / 2 h / 80 °C / Autoclave
2: ammonia; hydrogen / tetrahydrofuran / 24 h / 160 °C / Autoclave
View Scheme
furfural
98-01-1

furfural

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonia; hydrogen In tetrahydrofuran at 180℃; for 12h; Autoclave;A 40.7%
B 53.8%
With ammonia; hydrogen In methanol at 100℃; under 22502.3 Torr; for 0.25h; Autoclave; Green chemistry;A 34%
B 49%
With ethanol; ammonia; nickel at 180℃; under 73550.8 Torr; Hydrogenation;
2-furanoic acid
88-14-2

2-furanoic acid

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

piperidine
110-89-4

piperidine

C

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

D

1-pentanamine
110-58-7

1-pentanamine

E

N-butylamine
109-73-9

N-butylamine

Conditions
ConditionsYield
Stage #1: 2-furanoic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry;
Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry;
A 13%
B 9%
C 43%
D 6%
E 10%
furfural
98-01-1

furfural

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

N-furfurylidenefurfurylamine
19377-82-3

N-furfurylidenefurfurylamine

C

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With 0.5% Ru/activated carbon; ammonia; hydrogen In methanol at 100℃; under 22502.3 Torr; for 0.25h; Autoclave; Green chemistry;A 6%
B 8%
C 40%
furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
With ammonia; hydrogen at 89.84℃; for 4h; High pressure;36%
Hydrogenation;
With platinum(IV) oxide Hydrogenation;
With palladium on activated charcoal; acetic acid Hydrogenation;
With nickel at 115 - 140℃; under 58840.6 Torr; Hydrogenation;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
With ammonia; hydrogen In tetrahydrofuran at 160℃; for 24h; Autoclave;A 12.6%
B 34.2%
With ammonia; hydrogen In tetrahydrofuran at 160℃; for 24h; Autoclave;A 15.5%
B 11%
With ammonia; hydrogen In tetrahydrofuran at 160℃; for 24h; Autoclave;A 15.5 %Chromat.
B 11 %Chromat.
Tetrahydrofurfuryl chloride
3003-84-7

Tetrahydrofurfuryl chloride

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
With ammonia; water at 150℃; im versilberten Gefaess;
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
With ammonia; nickel at 200℃; unter Druck;
With nickel-aluminium barium hydroxide-catalyst; ammonia; hydrogen at 210℃; under 12503.6 Torr;
hydrofuramide
494-47-3

hydrofuramide

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

bis((furan-2-yl)methyl)amine
18240-50-1

bis((furan-2-yl)methyl)amine

Conditions
ConditionsYield
With kieselguhr; ethanol; nickel at 100℃; under 51485.6 - 80905.8 Torr; Hydrogenation;
hydrofuramide
494-47-3

hydrofuramide

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

di-(2-tetrahydrofurfurylmethyl)amine
5343-16-8

di-(2-tetrahydrofurfurylmethyl)amine

Conditions
ConditionsYield
With diethyl ether; ethanol; nickel at 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With nickel; methyl cyclohexane at 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With diethyl ether; nickel at 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With ethanol; nickel at 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

A

piperidine
110-89-4

piperidine

B

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

C

1-pentylpiperidine
10324-58-0

1-pentylpiperidine

D

1-(tetrahydrofuran-2-ylmethyl)piperidine
1199-81-1

1-(tetrahydrofuran-2-ylmethyl)piperidine

E

di-(2-tetrahydrofurfurylmethyl)amine
5343-16-8

di-(2-tetrahydrofurfurylmethyl)amine

Conditions
ConditionsYield
With ammonia; hydrogen; CuO/ZnO/Al2O3 at 230℃; under 26252.1 Torr; Product distribution; other heterogenous Cu-, Ni-, Co- and Fe-containing bifunctional catalyst systems;A 4.0 % Chromat.
B 37 % Chromat.
C 2.0 % Chromat.
D 2.0 % Chromat.
E 20.0 % Chromat.
(+-)-benzyl-tetrahydrofurfuryl-amine

(+-)-benzyl-tetrahydrofurfuryl-amine

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
With Pd-BaSO4; ethanol Hydrogenation;
ethanol
64-17-5

ethanol

hydrofuramide
494-47-3

hydrofuramide

nickel

nickel

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

bis((furan-2-yl)methyl)amine
18240-50-1

bis((furan-2-yl)methyl)amine

Conditions
ConditionsYield
at 100℃; under 73550.8 Torr; Hydrogenation;
(E)-tetrahydrofuran-2-carbaldehyde oxime
23247-31-6

(E)-tetrahydrofuran-2-carbaldehyde oxime

ethanol
64-17-5

ethanol

sodium

sodium

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

tetrahydro-furfurol oxime

tetrahydro-furfurol oxime

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With ethanol; sodium
(+-)-tetrahydrofuran-2-carboxamide

(+-)-tetrahydrofuran-2-carboxamide

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

di-(2-tetrahydrofurfurylmethyl)amine
5343-16-8

di-(2-tetrahydrofurfurylmethyl)amine

Conditions
ConditionsYield
With 1,4-dioxane; copper oxide-chromium oxide at 250℃; under 147102 - 220652 Torr; Hydrogenation;
With 1,4-dioxane; copper oxide-chromium oxide at 250℃; under 147102 - 220652 Torr; Hydrogenation;
diethyl ether
60-29-7

diethyl ether

hydrofuramide
494-47-3

hydrofuramide

nickel kieselguhr

nickel kieselguhr

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

di-(2-tetrahydrofurfurylmethyl)amine
5343-16-8

di-(2-tetrahydrofurfurylmethyl)amine

Conditions
ConditionsYield
at 200℃; under 73550.8 - 110326 Torr; Hydrogenation;
ethanol
64-17-5

ethanol

hydrofuramide
494-47-3

hydrofuramide

nickel /kieselguhr

nickel /kieselguhr

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

di-(2-tetrahydrofurfurylmethyl)amine
5343-16-8

di-(2-tetrahydrofurfurylmethyl)amine

Conditions
ConditionsYield
Hydrogenation;
hydrofuramide
494-47-3

hydrofuramide

methyl cyclohexane
82166-21-0

methyl cyclohexane

nickel kieselguhr

nickel kieselguhr

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

di-(2-tetrahydrofurfurylmethyl)amine
5343-16-8

di-(2-tetrahydrofurfurylmethyl)amine

Conditions
ConditionsYield
at 200℃; under 73550.8 - 110326 Torr; Hydrogenation;
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

ammonia
7664-41-7

ammonia

hydrogen

hydrogen

nickel-aluminium-alloy

nickel-aluminium-alloy

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

tris-tetrahydrofurfuryl-amine

tris-tetrahydrofurfuryl-amine

C

di-(2-tetrahydrofurfurylmethyl)amine
5343-16-8

di-(2-tetrahydrofurfurylmethyl)amine

Conditions
ConditionsYield
at 210℃; under 12503.6 Torr;
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

ammonia
7664-41-7

ammonia

nickel

nickel

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

tris-tetrahydrofurfuryl-amine

tris-tetrahydrofurfuryl-amine

C

di-(2-tetrahydrofurfurylmethyl)amine
5343-16-8

di-(2-tetrahydrofurfurylmethyl)amine

Conditions
ConditionsYield
at 160℃;
2-furaldehyde oxime
1121-47-7

2-furaldehyde oxime

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

difurfurylamine and bis-tetrahydrofurfuryl-amine

difurfurylamine and bis-tetrahydrofurfuryl-amine

Conditions
ConditionsYield
With ethanol; nickel at 150℃; Hydrogenation.unter Druck;
tetrahydrofurfurol oxime

tetrahydrofurfurol oxime

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With ethanol; sodium
(+-)-tetrahydro-furan-2-carboxamide

(+-)-tetrahydro-furan-2-carboxamide

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

di-(2-tetrahydrofurfurylmethyl)amine
5343-16-8

di-(2-tetrahydrofurfurylmethyl)amine

Conditions
ConditionsYield
With 1,4-dioxane; copper oxide-chromium oxide at 250℃; under 147102 - 220652 Torr; Hydrogenation;
With 1,4-dioxane; copper oxide-chromium oxide at 250℃; under 147102 - 220652 Torr; Hydrogenation;
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-[(tetrahydrofuran-2-yl)methyl]acetamide
39089-62-8

2-chloro-N-[(tetrahydrofuran-2-yl)methyl]acetamide

Conditions
ConditionsYield
In dichloromethane100%
With potassium carbonate In dichloromethane Heating;97%
With trimethylamine In dichloromethane at 0 - 20℃; for 4h;76%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

4-bromo-2,5-difluorobenzenesulfonyl chloride

4-bromo-2,5-difluorobenzenesulfonyl chloride

C11H12BrF2NO3S
1034926-02-7

C11H12BrF2NO3S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;100%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

4-bromo-2-fluorobenzenesulfonyl chloride

4-bromo-2-fluorobenzenesulfonyl chloride

C11H13BrFNO3S
1034926-01-6

C11H13BrFNO3S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;100%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

4-bromo-2-chlorobenzene-1-sulfonyl chloride

4-bromo-2-chlorobenzene-1-sulfonyl chloride

C11H13BrClNO3S
1034926-05-0

C11H13BrClNO3S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;100%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

1,1,1-trifluoro-N-((1S,2S)-2-isothiocyanatocyclohexyl)methanesulfonamide
1173799-71-7

1,1,1-trifluoro-N-((1S,2S)-2-isothiocyanatocyclohexyl)methanesulfonamide

1,1,1-trifluoro-N-((1S,2S)-2-(3-((tetrahydrofuran-2-yl)methyl)thioureido)cyclohexyl)methanesulfonamide
1221716-46-6

1,1,1-trifluoro-N-((1S,2S)-2-(3-((tetrahydrofuran-2-yl)methyl)thioureido)cyclohexyl)methanesulfonamide

Conditions
ConditionsYield
In chloroform-d1 at 20℃; for 2h; Inert atmosphere;100%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

5-bromo-3-(methylthio)-1,4-diphenyl-1,2,4-triazolium bromide
68836-19-1

5-bromo-3-(methylthio)-1,4-diphenyl-1,2,4-triazolium bromide

5-(tetrahydrofurfurylimino)-3-methylthio-1,4-diphenyl-Δ2-1,2,4-triazole
76116-95-5

5-(tetrahydrofurfurylimino)-3-methylthio-1,4-diphenyl-Δ2-1,2,4-triazole

Conditions
ConditionsYield
With triethylamine In chloroform at 0℃; for 0.166667h;99%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

2,4-dichloroquinazoline
607-68-1

2,4-dichloroquinazoline

2-chloro-N-((tetrahydrofuran-2-yl)methyl)quinazolin-4-amine

2-chloro-N-((tetrahydrofuran-2-yl)methyl)quinazolin-4-amine

Conditions
ConditionsYield
Stage #1: TETRAHYDROFURFURYLAMINE With triethylamine In methanol at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: 2,4-dichloroquinazoline In methanol; dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;
99%
Stage #1: TETRAHYDROFURFURYLAMINE With triethylamine In methanol at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: 2,4-dichloroquinazoline In methanol; dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;
99%
With sodium acetate In tetrahydrofuran; water at 65℃;82%
With sodium hydroxide 1.) THF, 30 min, 2.) THF, 30 min; Multistep reaction;
With sodium acetate In tetrahydrofuran; water at 60℃;
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

4-bromo-3-fluorobenzene-1-sulfonyl chloride

4-bromo-3-fluorobenzene-1-sulfonyl chloride

C11H13BrFNO3S

C11H13BrFNO3S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;99%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

6-chloro-2-[(4-methoxybenzyl)amino]nicotinic acid

6-chloro-2-[(4-methoxybenzyl)amino]nicotinic acid

6-chloro-2-[(4-methoxybenzyl)amino]-N-[(tetrahydrofuran-2-yl)methyl]nicotinamide

6-chloro-2-[(4-methoxybenzyl)amino]-N-[(tetrahydrofuran-2-yl)methyl]nicotinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 16h;99%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

C8H7ClFNO4S

C8H7ClFNO4S

4-chloro-5-(N-methylsulfamoyl)-2-(tetrahydrofuran-2-yl)methylaminobenzoic acid

4-chloro-5-(N-methylsulfamoyl)-2-(tetrahydrofuran-2-yl)methylaminobenzoic acid

Conditions
ConditionsYield
With triethylamine In ethylene glycol at 130℃; for 16h;99%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

[1-(2-Nitro-phenyl)-meth-(E)-ylidene]-(tetrahydro-furan-2-ylmethyl)-amine

[1-(2-Nitro-phenyl)-meth-(E)-ylidene]-(tetrahydro-furan-2-ylmethyl)-amine

Conditions
ConditionsYield
With 4 A molecular sieve In diethyl ether at 20℃; for 2h; Condensation;98%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

C4H7CH2NHSi(CH3)3O

C4H7CH2NHSi(CH3)3O

Conditions
ConditionsYield
With sulfuric acid at 160℃; for 0.5h;98%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

4-bromo-2,6-dichlorobenzenesulfonyl chloride
351003-54-8

4-bromo-2,6-dichlorobenzenesulfonyl chloride

C11H12BrCl2NO3S
1034926-06-1

C11H12BrCl2NO3S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;98%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

3,4-pyridinecarboxylic acid
490-11-9

3,4-pyridinecarboxylic acid

2-((tetrahydrofuran-2-yl)methyl)-2H-pyrrolo[3,4-c]pyridine-1,3-dione
950445-43-9

2-((tetrahydrofuran-2-yl)methyl)-2H-pyrrolo[3,4-c]pyridine-1,3-dione

Conditions
ConditionsYield
for 0.0333333h; Microwave irradiation;98%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

4-iodobenzenesulfonyl chloride
98-61-3

4-iodobenzenesulfonyl chloride

4-iodo-N-(tetrahydro-2-furanylmethyl)benzenesulfonamide
326885-27-2

4-iodo-N-(tetrahydro-2-furanylmethyl)benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Cooling with ice/water; Inert atmosphere;98%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

S-(2-naphthylmethyl)thioacetimidate hydrobromide

S-(2-naphthylmethyl)thioacetimidate hydrobromide

N-(tetrahydrofuran-2-ylmethyl)acetamidine hydrobromide
1417785-60-4

N-(tetrahydrofuran-2-ylmethyl)acetamidine hydrobromide

Conditions
ConditionsYield
In ethanol at 0 - 20℃;98%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

2-tetrahydrofuran-2-carbonitrile
14631-43-7

2-tetrahydrofuran-2-carbonitrile

Conditions
ConditionsYield
With pyridine; Oxone; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; Pyridine hydrobromide In dichloromethane at 20℃; for 12h; Green chemistry;98%
With dmap; copper(l) iodide; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; under 760.051 Torr; for 15h; Reagent/catalyst;47 %Spectr.
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

(±)-N-((tetrahydrofuran-2-yl)methyl)benzamide

(±)-N-((tetrahydrofuran-2-yl)methyl)benzamide

Conditions
ConditionsYield
With 14C2H2F3O(1-)*6C4H8O*La2Na8(14+) at 80℃; for 6h; Inert atmosphere;98%
With bis(1,5-cyclooctadiene)nickel (0); 1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium In toluene at 140℃; for 16h; Glovebox; Inert atmosphere; Sealed tube;88%
With C18H15IMnN3O3; sodium t-butanolate In toluene at 120℃; for 18h; Inert atmosphere; Schlenk technique;76%
With zirconocene dichloride In toluene at 110℃; for 20h;57%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

2-chloropropionyl chloride
7623-09-8

2-chloropropionyl chloride

2-chloro-N-(tetrahydro-furan-2-ylmethyl)-propionamide
596807-96-4

2-chloro-N-(tetrahydro-furan-2-ylmethyl)-propionamide

Conditions
ConditionsYield
With potassium carbonate In dichloromethane Heating;97%
With potassium carbonate In dichloromethane for 4h; Heating;
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

5-bromo-2-chloro-N-((tetrahydrofuran-2-yl)methyl)pyrimidin-4-amine

5-bromo-2-chloro-N-((tetrahydrofuran-2-yl)methyl)pyrimidin-4-amine

Conditions
ConditionsYield
With triethylamine In methanol at 0 - 20℃; Inert atmosphere;97%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

2-chloro-6,7-dimethoxy-3H-quinazolin-4-one
27631-29-4

2-chloro-6,7-dimethoxy-3H-quinazolin-4-one

2-chloro-6,7-dimethoxy-N-((tetrahydrofuran-2-yl)methyl)-quinazolin-4-amine

2-chloro-6,7-dimethoxy-N-((tetrahydrofuran-2-yl)methyl)-quinazolin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 18h;97%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

formaldehyd
50-00-0

formaldehyd

Glyoxal
131543-46-9

Glyoxal

acetic acid
64-19-7

acetic acid

1,3-bis((tetrahydrofuran-2-yl)methyl)imidazolium acetate

1,3-bis((tetrahydrofuran-2-yl)methyl)imidazolium acetate

Conditions
ConditionsYield
Stage #1: TETRAHYDROFURFURYLAMINE; formaldehyd; acetic acid at 15℃; for 0.5h;
Stage #2: Glyoxal at 20℃;
97%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

3,3-Diazido-2-cyan-acrylsaeure-methylester
82140-87-2

3,3-Diazido-2-cyan-acrylsaeure-methylester

A

3-Azido-2-cyan-3-(tetrahydro-2-furylmethylamino)acrylsaeure-methylester
130148-77-5

3-Azido-2-cyan-3-(tetrahydro-2-furylmethylamino)acrylsaeure-methylester

B

C5H11NO*HN3

C5H11NO*HN3

Conditions
ConditionsYield
In dichloromethane at -30℃; for 16h;A 96%
B n/a
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

(4-nitrophenyl) 3-O-benzyl-estradiol-16-carboxylate
769956-97-0

(4-nitrophenyl) 3-O-benzyl-estradiol-16-carboxylate

JAC01163-3
769956-98-1

JAC01163-3

Conditions
ConditionsYield
In acetonitrile at 20℃;96%
In acetonitrile at 20℃;
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

benzamide
55-21-0

benzamide

(±)-N-((tetrahydrofuran-2-yl)methyl)benzamide

(±)-N-((tetrahydrofuran-2-yl)methyl)benzamide

Conditions
ConditionsYield
With benzoic acid In para-xylene at 130℃; for 8h; Inert atmosphere; Schlenk technique;96%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

2-amino-4-bromobenzoic acid
20776-50-5

2-amino-4-bromobenzoic acid

C12H15BrN2O2

C12H15BrN2O2

Conditions
ConditionsYield
Stage #1: 2-amino-4-bromobenzoic acid With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; for 0.25h;
Stage #2: TETRAHYDROFURFURYLAMINE In dichloromethane at 20℃; for 2h;
96%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

3-Trifluoromethylbenzaldehyde
454-89-7

3-Trifluoromethylbenzaldehyde

1-(tetrahydrofuran-2-yl)-N-(3-(trifluoromethyl)benzyl)methanamine
912291-16-8

1-(tetrahydrofuran-2-yl)-N-(3-(trifluoromethyl)benzyl)methanamine

Conditions
ConditionsYield
Stage #1: TETRAHYDROFURFURYLAMINE; 3-Trifluoromethylbenzaldehyde In chloroform at 60℃;
Stage #2: With sodium tetrahydroborate In methanol at 25℃;
96%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

phthalic anhydride
85-44-9

phthalic anhydride

2-((tetrahydrofuran-2-yl)methyl)isoindoline-1,3-dione
26116-10-9

2-((tetrahydrofuran-2-yl)methyl)isoindoline-1,3-dione

Conditions
ConditionsYield
In chloroform Heating;95.2%
at 120℃; for 3h;95%
In chloroform Reflux;95.2%
With sodium hydrogencarbonate In chloroform; water
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

ethyl 2-(4-bromo-2-chloro-benzoyl)-3-dimethylamino-acrylate

ethyl 2-(4-bromo-2-chloro-benzoyl)-3-dimethylamino-acrylate

ethyl 2-(4-bromo-2-chloro-benzoyl)-3-[(tetrahydro-furan-2-ylmethyl)-amino]-acrylate

ethyl 2-(4-bromo-2-chloro-benzoyl)-3-[(tetrahydro-furan-2-ylmethyl)-amino]-acrylate

Conditions
ConditionsYield
In tetrahydrofuran95%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

4,5-imidazoledicarboxylic acid
570-22-9

4,5-imidazoledicarboxylic acid

5-((tetrahydrofuran-2-yl)methyl)pyrrolo[3,4-d]imidazole-4,6(1H,5H)-dione
1204831-04-8

5-((tetrahydrofuran-2-yl)methyl)pyrrolo[3,4-d]imidazole-4,6(1H,5H)-dione

Conditions
ConditionsYield
for 0.0666667h; Microwave irradiation;95%

4795-29-3Relevant articles and documents

Switchable synthesis of furfurylamine and tetrahydrofurfurylamine from furfuryl alcohol over RANEY nickel

Liu, Yingxin,Zhou, Kuo,Shu, Huimin,Liu, Haiyan,Lou, Jiongtao,Guo, Dechao,Wei, Zuojun,Li, Xiaonian

, p. 4129 - 4135 (2017)

RANEY Ni proved to be an effective heterogeneous catalyst for switchable reductive amination of furfuryl alcohol to tetrahydrofurfurylamine and furfurylamine with NH3 by simply adding or not adding 1.0 MPa H2 into the reaction bulk. After further optimization of the reaction conditions, we finally obtained 94.0% yield of tetrahydrofurfurylamine and 78.8% yield of furfurylamine with high selectivity. By extensively studying the catalytic pathways and mechanism of catalyst deactivation with XRD and XPS characterization, we have confirmed that an excess amount of H2 in the reaction bulk leads to the deep hydrogenation of the furan ring while an insufficient amount of H2 leads to the formation of Ni3N and the deactivation of the catalyst.

Preparation method of chiral 2 - aminomethyltetrahydrofuran (by machine translation)

-

, (2020/11/25)

The invention provides a preparation method of chiral 2 -aminomethyl tetrahydrofuran, which comprises the following steps: (1) reaction of chiral epichlorohydrin with 2 - chloroethyl magnesium bromide to generate chiral 1-chloro 5 -pentanol; (-2 -) chiral 2-benzamido 1-chloro 5 - pentanol to react under the action of a palladium catalyst to generate chiral -2 -benzamidomethyl tetrahydrofurane in the presence of a basic substance to form chiral 5 - 1 - dichloro -5 -1-pentanol and a 4 chiral 2 -2 - 1 -dichloro 3 pentanol in -2 - the presence of a basic substance to form -5 - an intramolecular ring-closing reaction in the presence of a 2 - basic substance to 2 - 2 - form chirality of 5 - chloro-5 -1 and 2 -methylene tetrahydrofurfuryl alcohol in the presence of a basic substance. The synthetic method is short in route, low in production cost, less in three wastes and suitable for industrial production. (by machine translation)

Ru/HZSM-5 as an efficient and recyclable catalyst for reductive amination of furfural to furfurylamine

Dong, Chenglong,Wang, Hongtao,Du, Haochen,Peng, Jiebang,Cai, Yang,Guo, Shuai,Zhang, Jianli,Samart, Chanatip,Ding, Mingyue

, (2020/01/02)

Furfurylamine converted from biomass-based platform molecules furfural was proven a significant intermediate in the synthesis of different valuable compounds. The combination of Ruthenium with HZSM-5 was acted as an excellent selective and reusable catalyst for the reduction amination of furfural with environmentally friendly ammonia and hydrogen. Incorporation of Ru species into HZSM-5 had a significant enhancement to the acid sites of Ru/HZSM-5. The Ru/HZSM-5(46) catalyst with optimized acid sites and interaction of the Ru-O-Al bond displayed an excellent catalytic performance, producing 76 % yield of furfurylamine at only 15 min, and could be recycled five times without loss of performance. Synergistic effect between RuO2 and metallic Ru in the Ru/HZSM-5 catalyst facilitated the reduction amination of furfural.

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