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765-30-0 Usage

Chemical Properties

Cyclopropylamine is a colorless and transparent flammable liquid with volatility and ammonia odor. It is miscible with water, methanol, ethanol, benzene, toluene and other solvents.

Uses

Cyclopropylamine is used in the preparation of N-[4-(4-fluoro)phenyl-2-aminothiazol-5-yl]pyrimidin-2-yl-alkylamine derivatives. It is also used to prepare Pt(CPA)2(bismethylthiomethylenepropanedioate) and Pt(CPA)2(bisethylthiomethylenepropanedioate) complexes.

Definition

ChEBI: Cyclopropylamine is a primary aliphatic amine that consists of cyclopropane bearing a single amino substituent. It has a role as a mouse metabolite.

Application

Cyclopropylamine is mainly used in organic synthesis, pharmaceutical synthesis intermediates, and can be used in the synthesis of new antibacterial drugs ciprofloxacin products, such as the synthesis of ciprofloxacin, enrofloxacin, spafloxacin and other drugs. In addition, cyclopropylamine is also an important intermediate for the synthesis of pesticides, plant protection agents and herbicides, such as 2-chloro-4-6-cyclopropyl-s-triazine, cyprochlor, cyproterazine, cyprocyanine and other cyclopropanes class of pesticides.

Preparation

Cyclopropylamine is synthesized from 1,3-propanediol by bromination, cyanation, cyclization, amidation, and Hoffmann rearrangement. It is also synthesized with γ-butyrolactone and isopropanol by five steps of ring-opening esterification, cyclization, hydrolysis, acylation and Hofmann degradation.

Biochem/physiol Actions

Cyclopropylamine inactivates cytochrome P450 enzymes by a mechanism involving initial one-electron oxidation at nitrogen followed by scission of the cyclopropane ring leading to covalent modification of the enzyme. It is a mechanism-based inhibitor of quinoprotein methylamine dehydrogenase from Paracoccus denitrificans.

Purification Methods

It has been isolated as the benzamide m 100.6-101.0o (from aqueous EtOH). It forms a picrate m 149o (from EtOH/pet ether) from which the free base can be recovered using a basic ion-exchange resin and can then be distilled through a Todd column (p 11) using an automatic still head which only collects products boiling below 51o/atm. Polymeric materials if present will boil above this temperature. The hydrochloride has m 85-86o [Roberts & Chambers J Am Chem Soc 73 5030 1951, Jones J Org Chem 9 484 1944, Emmons J Am Chem Soc 79 6522 1957]. [Beilstein 12 IV 3.]

Check Digit Verification of cas no

The CAS Registry Mumber 765-30-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 5 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 765-30:
(5*7)+(4*6)+(3*5)+(2*3)+(1*0)=80
80 % 10 = 0
So 765-30-0 is a valid CAS Registry Number.
InChI:InChI=1/C3H7N/c4-3-1-2-3/h3H,1-2,4H2

765-30-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A13844)  Cyclopropylamine, 98+%   

  • 765-30-0

  • 10g

  • 309.0CNY

  • Detail
  • Alfa Aesar

  • (A13844)  Cyclopropylamine, 98+%   

  • 765-30-0

  • 50g

  • 921.0CNY

  • Detail
  • Alfa Aesar

  • (A13844)  Cyclopropylamine, 98+%   

  • 765-30-0

  • 250g

  • 3927.0CNY

  • Detail

765-30-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclopropylamine

1.2 Other means of identification

Product number -
Other names Cyclopropylamine

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:765-30-0 SDS

765-30-0Synthetic route

nitrocyclopropane
13021-02-8

nitrocyclopropane

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
With triethylamine In water at 80℃; for 6h; Inert atmosphere; Green chemistry; chemoselective reaction;91%
With hydrogenchloride; iron
With methanol; nickel Hydrogenation;
Cyclopropancarbamid
6228-73-5

Cyclopropancarbamid

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
With sodium hydroxide; sodium hypochlorite; water at 31 - 103℃; Conversion of starting material; Hofmann Rearrangement; Heating / reflux;62%
With bromine dann man behandelt mit Kalilauge und destilliert mit Wasserdampf;
zur Bildung;
Methyl N-cyclopropylcarbamate
73330-91-3

Methyl N-cyclopropylcarbamate

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
With potassium hydroxide
(E)-1-cyclopropyl-ethanone oxime

(E)-1-cyclopropyl-ethanone oxime

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
With 1,2-dimethoxyethane; trifluoroacetic anhydride und anschliessend mit KOH in wss. Aethylenglykol;
cyclopropanecarboxylic acid
1759-53-1

cyclopropanecarboxylic acid

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
With hydrogen azide; chloroform; sulfuric acid
cyclopropanone oxime

cyclopropanone oxime

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 140℃; for 4h;
[(1-Ethoxycyclopropyl)oxy]trimethylsilane
27374-25-0

[(1-Ethoxycyclopropyl)oxy]trimethylsilane

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
With formic acid; C24H22N4*BF4(1-)*Ru(2+)*Cl(1-)*C10H14; ammonium formate In neat (no solvent) at 40℃; for 12h; Green chemistry; chemoselective reaction;
diphenyl cyclopropylphosphoramidate

diphenyl cyclopropylphosphoramidate

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
Stage #1: diphenyl cyclopropylphosphoramidate With water; monoammonium para-toluenesulfonate; o-phthalic dicarboxaldehyde In acetonitrile at 90℃; for 24h; Sealed tube;
Stage #2: With sodium hydroxide In water pH=8 - 9; chemoselective reaction;
N-cyclopropyl-P,P-diphenylphosphinic amide

N-cyclopropyl-P,P-diphenylphosphinic amide

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
Stage #1: N-cyclopropyl-P,P-diphenylphosphinic amide With water; monoammonium para-toluenesulfonate; o-phthalic dicarboxaldehyde In acetonitrile at 90℃; for 24h; Sealed tube;
Stage #2: With sodium hydroxide In water pH=8 - 9; chemoselective reaction;
N-benzylidenecyclopropanamine
3187-77-7

N-benzylidenecyclopropanamine

A

benzaldehyde
100-52-7

benzaldehyde

B

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
With 20 μM Tris pH 9.0 buffer at 25℃; Rate constant;
Nα-cyclopropyltryptophan

Nα-cyclopropyltryptophan

A

Indole-3-pyruvic acid
392-12-1

Indole-3-pyruvic acid

B

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
With sodium dithionite; tryptophan lyase (NosL) Y90A; S-Adenosyl-L-methionine In aq. phosphate buffer pH=7.5; Reagent/catalyst; Inert atmosphere; Enzymatic reaction;
N-benzylcyclopropanamine
13324-66-8

N-benzylcyclopropanamine

A

benzaldehyde
100-52-7

benzaldehyde

B

Cyclopropylamine
765-30-0

Cyclopropylamine

C

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With mitochondrial monoamine oxidase In water Mechanism; Product distribution; experiments with 14C- and 3H-labelled compounds; comparison of enzyme and electrochemical amine oxidation mechanism (two electron transfers via a radical cation intermediate);
cyclopropane
75-19-4

cyclopropane

A

Cyclopropylamine
765-30-0

Cyclopropylamine

B

H2, NH3, N2, N2H4

H2, NH3, N2, N2H4

Conditions
ConditionsYield
With hydrogen azide at -72℃; Product distribution; Mechanism; Irradiation; other hydrocarbons; var. temp. and concentration of hydrogen azide;
diethyl ether
60-29-7

diethyl ether

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

cyclopropyl methyl ketone oxime
51761-72-9

cyclopropyl methyl ketone oxime

A

methylamine
74-89-5

methylamine

B

Cyclopropylamine
765-30-0

Cyclopropylamine

Conditions
ConditionsYield
Kochen des Reaktionsprodukts mit wss. KOH;
Cyclopropancarbamid
6228-73-5

Cyclopropancarbamid

bromine
7726-95-6

bromine

KOH-solution

KOH-solution

Cyclopropylamine
765-30-0

Cyclopropylamine

ethyl bromoacetate
105-36-2

ethyl bromoacetate

Cyclopropylamine
765-30-0

Cyclopropylamine

[(cyclopropyl)amino]acetic acid ethyl ester
71922-62-8

[(cyclopropyl)amino]acetic acid ethyl ester

Conditions
ConditionsYield
In ethanol for 1h;100%
With triethylamine In diethyl ether at 20℃;100%
In ethanol at 0 - 20℃; for 18h;99%
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

Cyclopropylamine
765-30-0

Cyclopropylamine

2-cyano-N-cyclopropylacetamide
15029-37-5

2-cyano-N-cyclopropylacetamide

Conditions
ConditionsYield
at 45℃; for 1.5h;100%
at 38℃; for 2.33333h;91%
In ethanol at 20℃;82%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

Cyclopropylamine
765-30-0

Cyclopropylamine

2-chloro-N-cyclopropylacetamide
19047-31-5

2-chloro-N-cyclopropylacetamide

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 20℃; for 2.16667h; Inert atmosphere; Reflux;100%
In dichloromethane at 0℃; for 2h;99%
In diethyl ether at 0℃;97%
propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

Cyclopropylamine
765-30-0

Cyclopropylamine

3-(Cyclopropylamino)acrylsaeure-methylester
72396-25-9

3-(Cyclopropylamino)acrylsaeure-methylester

Conditions
ConditionsYield
In 1,4-dioxane at 150℃; for 0.0166667h; Flow reactor; Inert atmosphere;100%
In acetonitrile 1.) 1 h, 5 - 10 deg C, 2.) 5 h, room temperature.;92%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Cyclopropylamine
765-30-0

Cyclopropylamine

1,1-dimethylethyl cyclopropylcarbamate
132844-48-5

1,1-dimethylethyl cyclopropylcarbamate

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;100%
In dichloromethane at 25℃; for 2h;99%
In dichloromethane at 0 - 20℃; for 18h;99%
2-Iodobenzoyl chloride
609-67-6

2-Iodobenzoyl chloride

Cyclopropylamine
765-30-0

Cyclopropylamine

N-Cyclopropyl-2-iodo-benzamide
88229-19-0

N-Cyclopropyl-2-iodo-benzamide

Conditions
ConditionsYield
In benzene for 18h;100%
Stage #1: 2-Iodobenzoyl chloride; Cyclopropylamine In tetrahydrofuran for 0.166667h; Inert atmosphere;
Stage #2: With triethylamine In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;
diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

Cyclopropylamine
765-30-0

Cyclopropylamine

<(Cyclopropylamino)methylene>propanedioic acid diethyl ester
131775-91-2

<(Cyclopropylamino)methylene>propanedioic acid diethyl ester

Conditions
ConditionsYield
In methanol at 0℃; for 0.25h;100%
at 20℃; for 0.683333h; Cooling with ice;100%
98.1%
In ethanol at 320℃; for 0.5h;98%
In acetonitrile at 20 - 80℃;
Cyclopropylamine
765-30-0

Cyclopropylamine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

N-cyclopropylformamide
58644-54-5

N-cyclopropylformamide

Conditions
ConditionsYield
for 4h; Heating;100%
at 50℃; for 5h;84%
With sodium carbonate In ethanol for 20h; Ambient temperature;59%
benzaldehyde
100-52-7

benzaldehyde

Cyclopropylamine
765-30-0

Cyclopropylamine

N-benzylidenecyclopropanamine
3187-77-7

N-benzylidenecyclopropanamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 18h;100%
With magnesium sulfate In dichloromethane at 20℃; for 18h; Inert atmosphere;100%
at 20℃; for 2h; neat (no solvent);93%
Cyclopropylamine
765-30-0

Cyclopropylamine

3-(6-chloro-9H-purin-9-yl)-1-N-[(N-tert-butyloxycarbonyl-O-carbobenzyloxy)amino]propane
210163-00-1

3-(6-chloro-9H-purin-9-yl)-1-N-[(N-tert-butyloxycarbonyl-O-carbobenzyloxy)amino]propane

3-(6-cyclopropylamino-9H-purin-9-yl)-1-N-(N-tert-butyloxycarbonylhydroxamino)propane
210163-02-3

3-(6-cyclopropylamino-9H-purin-9-yl)-1-N-(N-tert-butyloxycarbonylhydroxamino)propane

Conditions
ConditionsYield
In tetrahydrofuran for 24h; Ambient temperature;100%
cyclohexanone
108-94-1

cyclohexanone

Cyclopropylamine
765-30-0

Cyclopropylamine

N-cyclopropylcyclohexylamine
824-82-8

N-cyclopropylcyclohexylamine

Conditions
ConditionsYield
Stage #1: cyclohexanone; Cyclopropylamine In ethanol at 20℃; for 18h;
Stage #2: With hydrogen; palladium on activated charcoal at 20℃; under 2585.81 Torr; for 10h;
100%
With platinum(IV) oxide; hydrogen In ethanol at 20℃; under 760.051 Torr;66%
With palladium on activated charcoal; hydrogen 1.) EtOH, 2.) EtOH; Yield given. Multistep reaction;
6-chloropurine
87-42-3

6-chloropurine

Cyclopropylamine
765-30-0

Cyclopropylamine

6-(cyclopropylamino)-9H-purine
117761-02-1

6-(cyclopropylamino)-9H-purine

Conditions
ConditionsYield
In ethanol for 6h; Heating;100%
In isopropyl alcohol at 120℃; for 2h;90%
In methanol81.4%
In ethanol Heating;
In ethanol for 16h; Heating;
Cyclopropylamine
765-30-0

Cyclopropylamine

fenoxaprop-p-ethyl
66441-23-4, 71283-80-2

fenoxaprop-p-ethyl

A

(6-Chloro-benzooxazol-2-yl)-cyclopropyl-amine

(6-Chloro-benzooxazol-2-yl)-cyclopropyl-amine

B

(R)-2-(4-hydroxyphenoxy)propionic acid ethyl ester
71301-98-9

(R)-2-(4-hydroxyphenoxy)propionic acid ethyl ester

Conditions
ConditionsYield
at 20℃;A 100%
B n/a
(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester
98760-08-8, 98818-34-9, 98818-35-0, 103127-56-6, 98737-29-2

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

Cyclopropylamine
765-30-0

Cyclopropylamine

(1S,2R)-(1-benzyl-3-cyclopropylamino-2-hydroxypropyl)carbamic acid tert-butyl ester
695215-98-6

(1S,2R)-(1-benzyl-3-cyclopropylamino-2-hydroxypropyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
In isopropyl alcohol at 50℃; for 16h;100%
In isopropyl alcohol at 50℃; for 7h;99%
In acetonitrile at 80℃; for 10h;91.4%
Cyclopropylamine
765-30-0

Cyclopropylamine

Cyclopropanecarboxaldehyde
1489-69-6

Cyclopropanecarboxaldehyde

Cyclopropyl-[1-cyclopropyl-meth-(E)-ylidene]-amine

Cyclopropyl-[1-cyclopropyl-meth-(E)-ylidene]-amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane Heating;100%
4-(4-isothiocyanato-phenyl)morpholine
51317-66-9

4-(4-isothiocyanato-phenyl)morpholine

Cyclopropylamine
765-30-0

Cyclopropylamine

N-cyclopropyl-N'-[4-(4-morpholinyl)phenyl]thiourea
903671-54-5

N-cyclopropyl-N'-[4-(4-morpholinyl)phenyl]thiourea

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 5.16667h;100%
Cyclopropylamine
765-30-0

Cyclopropylamine

(Z)-ethyl 3-ethoxy-2-(2,3,4,5,6-pentafluorobenzoyl)acrylate
516479-35-9

(Z)-ethyl 3-ethoxy-2-(2,3,4,5,6-pentafluorobenzoyl)acrylate

ethyl 2-(pentafluorobenzoyl)-3-cyclopropylaminoacrylate

ethyl 2-(pentafluorobenzoyl)-3-cyclopropylaminoacrylate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1.5h;100%
4-(hydroxymethyl)-4-(pyrimidin-2-yl)cyclohexanone
960371-45-3

4-(hydroxymethyl)-4-(pyrimidin-2-yl)cyclohexanone

Cyclopropylamine
765-30-0

Cyclopropylamine

(4-(cyclopropylamino)-1-(pyrimidin-2-yl)cyclohexyl)methanol
960371-46-4

(4-(cyclopropylamino)-1-(pyrimidin-2-yl)cyclohexyl)methanol

Conditions
ConditionsYield
Stage #1: 4-(hydroxymethyl)-4-(pyrimidin-2-yl)cyclohexanone; Cyclopropylamine With sodium tris(acetoxy)borohydride; acetic acid In acetonitrile at 0 - 25℃; for 20h;
Stage #2: With sodium hydroxide; water In acetonitrile pH=~ 12;
100%
C12H14N2O3
960371-48-6

C12H14N2O3

Cyclopropylamine
765-30-0

Cyclopropylamine

C15H21N3O2
960371-49-7

C15H21N3O2

Conditions
ConditionsYield
Stage #1: C12H14N2O3; Cyclopropylamine With sodium tris(acetoxy)borohydride; acetic acid In acetonitrile at 0 - 25℃; for 3h;
Stage #2: With sodium hydroxide; water In acetonitrile
100%
Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

Cyclopropylamine
765-30-0

Cyclopropylamine

2-(cyclopropylamino)-2-oxoacetic acid ethyl ester
722486-66-0

2-(cyclopropylamino)-2-oxoacetic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In diethyl ether at 0 - 20℃; for 1h;100%
Stage #1: Ethyl oxalyl chloride With pyridine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: Cyclopropylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; Schlenk technique;
93%
With triethylamine In tetrahydrofuran at 0℃; for 0.166667h;78%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

Cyclopropylamine
765-30-0

Cyclopropylamine

pyridine-4-carboxaldehyde cyclopropylimine
165806-97-3

pyridine-4-carboxaldehyde cyclopropylimine

Conditions
ConditionsYield
With magnesium sulfate100%
methyl 4-(2,5-dichloropyrimidin-4-yl)benzoate
663611-49-2

methyl 4-(2,5-dichloropyrimidin-4-yl)benzoate

Cyclopropylamine
765-30-0

Cyclopropylamine

4-(5-chloro-2-cyclopropylaminopyrimidin-4-yl)benzoic acid methyl ester

4-(5-chloro-2-cyclopropylaminopyrimidin-4-yl)benzoic acid methyl ester

Conditions
ConditionsYield
In ethanol at 80℃;100%
(Z)-4-(2-methoxybenzylidene)-2-(4-nitrophenyl)oxazol-5(4H)-one

(Z)-4-(2-methoxybenzylidene)-2-(4-nitrophenyl)oxazol-5(4H)-one

Cyclopropylamine
765-30-0

Cyclopropylamine

N-[cyclopropylcarbamoyl-2-(2-methoxy-phenyl)-vinyl]-4-nitro-benzamide

N-[cyclopropylcarbamoyl-2-(2-methoxy-phenyl)-vinyl]-4-nitro-benzamide

Conditions
ConditionsYield
at 20℃; for 4h;100%
3-amino-p-toluic acid
2458-12-0

3-amino-p-toluic acid

benzotriazol-1-ol
2592-95-2

benzotriazol-1-ol

Cyclopropylamine
765-30-0

Cyclopropylamine

3-amino-N-cyclopropyl-4-methylbenzamide
623155-19-1

3-amino-N-cyclopropyl-4-methylbenzamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; DMF (N,N-dimethyl-formamide) at 54℃; for 1.83333h;100%
Cyclopropylamine
765-30-0

Cyclopropylamine

4,6-dichloro-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one
205756-65-6

4,6-dichloro-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one

C11H10ClF3N2
656260-84-3

C11H10ClF3N2

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;100%
3-amino-p-toluic acid
2458-12-0

3-amino-p-toluic acid

Cyclopropylamine
765-30-0

Cyclopropylamine

3-amino-N-cyclopropyl-4-methylbenzamide
623155-19-1

3-amino-N-cyclopropyl-4-methylbenzamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap In N,N-dimethyl-formamide at 0 - 20℃;100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃;100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In DMF (N,N-dimethyl-formamide) at 20℃;72%
With dmap In water; ethyl acetate; N,N-dimethyl-formamide72%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃;
2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

Cyclopropylamine
765-30-0

Cyclopropylamine

N-cyclopropyl-2-nitrobenzenesulfonamide
400839-43-2

N-cyclopropyl-2-nitrobenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 15h; Inert atmosphere;93%
With triethylamine In tetrahydrofuran at 0℃; for 1h;87%
4-methoxy-3-nitro-pyridine
31872-62-5

4-methoxy-3-nitro-pyridine

Cyclopropylamine
765-30-0

Cyclopropylamine

N-cyclopropyl-3-nitropyridin-4-amine
380605-28-7

N-cyclopropyl-3-nitropyridin-4-amine

Conditions
ConditionsYield
at 100℃; Sealed tube; Inert atmosphere;100%
With N-ethyl-N,N-diisopropylamine In ethanol for 3h; Reflux;72%
With N-ethyl-N,N-diisopropylamine In ethanol for 3h; Reflux;72%
5,6,7,8-Tetrahydroquinolin-8-one
56826-69-8

5,6,7,8-Tetrahydroquinolin-8-one

Cyclopropylamine
765-30-0

Cyclopropylamine

N-cyclopropyl-5,6,7,8-tetrahydro-8-quinolinamine
878025-82-2

N-cyclopropyl-5,6,7,8-tetrahydro-8-quinolinamine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In 1,1-dichloroethane at 20℃; for 17h;100%
3-[(4-{[(tert-butoxycarbonyl)(methyl)amino]methyl}-2-phenyl-1H-pyrrol-1-yl)sulfonyl]benzoic acid
881677-89-0

3-[(4-{[(tert-butoxycarbonyl)(methyl)amino]methyl}-2-phenyl-1H-pyrrol-1-yl)sulfonyl]benzoic acid

Cyclopropylamine
765-30-0

Cyclopropylamine

tert-butyl {[1-({3-[(cyclopropylamino)carbonyl]phenyl}sulfonyl)-5-phenyl-1H-pyrrol-3-yl]methyl}methylcarbamate
881677-97-0

tert-butyl {[1-({3-[(cyclopropylamino)carbonyl]phenyl}sulfonyl)-5-phenyl-1H-pyrrol-3-yl]methyl}methylcarbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 10 - 35℃; for 0.5h;100%

765-30-0Relevant articles and documents

The Insertion Reaction of NH Singlet Radicals into the C-H Bonds of Cyclopropane and Isobutane in the Liquid Phase

Hamada, Jun-ich,Tsunashima, Shigeru,Sato, Shin

, p. 1739 - 1742 (1982)

Hydrogen azide was photolyzed in liquid cyclopropane at the temperature of Dry Ice-methanol.The main products observed were nitrogen, cyclopropylamine, and ammonia.The relative yields of the products depended slightly on the concentration of hydrogen azide.The results were then compared with those obtained with paraffin and olefin.The isobutane solution of hydrogen azide was photolyzed at 0 deg C.The products observed were the same as those obtained at the temperature of Dry-Ice-methanol.The relative yields of the products and the concentration dependence, however, were different.

Novel method and technology for synthesizing cyclopropyl ammonia

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Paragraph 0019, (2021/09/21)

The invention discloses a synthesis process route of a cyclopropane synthetic route. In the process route, cyanocyclopropane 1 - formic acid (-1 -) and (1) are subjected to hydrolysis under the action of a strong base to generate 1-cyanocyclopropane 1 - formic acid (-1 -), (2) decarboxylation to generate cyclopropanecarboxamide (2 3), and (4 4 3) subjected to Hoffman rearrangement to obtain the target product cyclopropysite. The process route is longer than the production process in the present stage, the reaction route is long, the use of high-temperature and high-pressure is avoided, the danger is reduced, and the safety is improved. The requirement of the reaction equipment is reduced, the used raw materials are easy to obtain, operation is easy, safety and environmental protection are achieved, and industrial production can be realized.

NHC-based coordination polymers as solid molecular catalysts for reductive amination of biomass levulinic acid

Sun, Zheming,Chen, Jiangbo,Tu, Tao

, p. 789 - 794 (2017/08/18)

A class of robust solid molecular NHC-based catalysts were readily fabricated via self-assembly from a p-phenylene-bridged bis-benzimidazolium salt with selected metal precursors. Among them, the NHC-Ru polymer demonstrated high catalytic activity and excellent stability as a solid molecular catalyst for the solvent-free reductive amination of biomass levulinic acid with inexpensive ammonium formate, furnishing a challenging unprotected 5-methyl-2-pyrrolidone quantitatively at a 0.15 mol% catalyst loading. The solid catalyst was readily recovered and reused for 37 runs without obvious loss of activity. Remarkably, a TON value up to 6.7 × 104 was achieved in a molar-scale reaction with a catalyst loading at 0.001 mol%. Inspired by the results of a preliminary mechanistic study, notably, one-pot tandem reductive reactions of LA with aldehydes or ketones were successfully developed, affording a variety of structurally intriguing and functional N-substituted 5-methyl-2-pyrrolidones in high chemo-selectivity with good to excellent yields.

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