10045-25-7

Basic information

• Product Name: 1,4,7,10-TETRAAZACYCLODODECANE TETRAHYDROCHLORIDE
• Synonyms: CYCLEN-4HCL;CYCLEN TETRAHYDROCHLORIDE;1,4,7,10-Tetraazacyclododecane tetrahydrochloride, 97+%;1,4,7,10-Tetraazacyclododecane (Cyclen) tetrahydrochloride;Cyclen tetrahydrochloride,98%;1,4,7,10-Tetraazacyclododecane,hydrochloride;1,4,7,10-Tetraazacyclododecane, hydrochloride(1:4);TETRAAZA-12-CROWN-4 TETRAHYDROCHLORIDE
• CAS NO: 10045-25-7
• Molecular Formula: C₈H₂₄N₄*4Cl
• Molecular Weight: 318.11
• Product Categories: Analytical Chemistry;Azacrown Ethers;Crown Ethers;Functional Materials;Ligands for Pharmaceutical Research;Macrocycles for Host-Guest Chemistry;Magnetic Resonance Imaging (Chelating Reagents);Ring Systems
• Mol File: 10045-25-7.mol

Chemical Properties

• Melting Point: 297-300 °C
• Boiling Point: 283.8 °C at 760 mmHg
• Flash Point: 129.5 °C
• Appearance: White/Crystalline Solid
• Vapor Pressure: 0.00309mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive: Hygroscopic
• CAS DataBase Reference: 1,4,7,10-TETRAAZACYCLODODECANE TETRAHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,7,10-TETRAAZACYCLODODECANE TETRAHYDROCHLORIDE(10045-25-7)
• EPA Substance Registry System: 1,4,7,10-TETRAAZACYCLODODECANE TETRAHYDROCHLORIDE(10045-25-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: XA5253000
• F: 10-21
• HazardClass: IRRITANT, MOISTURE SENSITIVE
• Hazardous Substances Data: 10045-25-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
1,4,7,10-TETRAAZACYCLODODECANE TETRAHYDROCHLORIDE is used as a synthetic building block for the creation of new compounds, such as 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrakis(methyleneethylphosphinic acid), a novel macrocyclic polyaza polyphosphinate ligand. It is also used in the synthesis of anthraquinone-pendant cyclen.
Used in Pharmaceutical Industry:
1,4,7,10-TETRAAZACYCLODODECANE TETRAHYDROCHLORIDE is used as a key intermediate in the development of pharmaceutical compounds, particularly in the synthesis of macrocyclic ligands that can be utilized in various drug formulations.
Used in Research and Development:
1,4,7,10-TETRAAZACYCLODODECANE TETRAHYDROCHLORIDE is used as a research compound for studying its properties and potential applications in various fields, including chemistry, materials science, and pharmaceuticals.

InChI:InChI=1/C8H20N4.4ClH/c1-2-10-5-6-12-8-7-11-4-3-9-1;;;;/h9-12H,1-8H2;4*1H

Synthetic route

cyclen-glyoxal (74199-09-0, 79236-92-3) → 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7)

Conditions	Yield
With hydroxylamine hydrochloride In methanol for 36h; Heating;	87%
With hydrogenchloride; hydrazine hydrate In water pH=3 - Ca. 3.5; Solvent; Reflux;	38 g

cyclen tetratosylate (52667-88-6) → 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7)

Conditions	Yield
With hydrogenchloride; sulfuric acid; Amberlyst A26 at 120℃; for 48h;	66%
Stage #1: cyclen tetratosylate With sulfuric acid at 150℃; for 1h; Stage #2: With hydrogenchloride In ethanol	48%
With hydrogenchloride; sulfuric acid 1.) 100 deg C, 48 h; Yield given. Multistep reaction;
With hydrogenchloride; sulfuric acid 1.) 100 deg C, 70 h;	7.2 g
Stage #1: cyclen tetratosylate With sulfuric acid In water at 80℃; for 24h; Stage #2: With hydrogenchloride In water

8b,8c-dimethyl-decahydro-2a,4a,6a,8a-tetraaza-cyclopenta[fg]acenaphthylene → 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7)

Conditions	Yield
With hydrogenchloride In ethanol at 60℃; for 48h; Yield given;

cis-13-1,4,7,10-tetraazatetracyclo<5.5.2.04,14010,13>tetradecane (74199-09-0, 79236-92-3) → 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7)

Conditions	Yield
With hydrogenchloride; hydrazine hydrate at 100℃; for 20h; Yield given;

triethylentetramine (112-24-3) → 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: 90 percent / acetonitrile / 2 h / -7 °C 2: 60 percent / K2CO3 / acetonitrile / 48 h / 60 °C 3: aq. HCl / ethanol / 48 h / 60 °C View Scheme
Multi-step reaction with 3 steps 1: potassium carbonate / water; acetone / 5 h / -2 - 0 °C 2: potassium carbonate / N,N-dimethyl-formamide / 24 h / 35 °C 3: sulfuric acid / water / 24 h / 80 °C View Scheme

5a,8b-dimethyloctahydro-2a,5,6,8a-tetraazaacenaphthylene (214195-92-3) → 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / K2CO3 / acetonitrile / 48 h / 60 °C 2: aq. HCl / ethanol / 48 h / 60 °C View Scheme

N,N',N'',N'''-tetrakis-(p-tolylsulphonyl)-triethylenetetramine (55442-07-4) → 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) sodium hydride / 1.) DMF, 2.) DMF, 110 deg C, 6 h 2: 1.) sulphuric acid, 2.) hydrochloric acid / 1.) 100 deg C, 48 h View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 35 °C 2: sulfuric acid / water / 24 h / 80 °C View Scheme

3H,6H-2a,5,6,8a-octahydrotetraaza-acenaphthylene (215540-27-5) → 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium carbonate; potassium iodide / acetonitrile / 3.67 h / 40 - 75 °C / Inert atmosphere 2: hydrogenchloride; hydrazine hydrate / water / pH 3 - Ca. 3.5 / Reflux View Scheme

8b-methyldecahydro-2a,4a,6a,8a-tetraazacyclopenta[fg]acenaphthylene → 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7)

Conditions	Yield
With hydrogenchloride In water at 80 - 100℃; for 3h;	301 g

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + chloroformic acid ethyl ester (541-41-3) → 1,7-bis(ethoxycarbonyl)-1,4,7,10-tetraazacyclododecane (162148-43-8)

Conditions	Yield
With sodium hydroxide	98%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → 1,4,7,10-tetraazacyclododecan (294-90-6)

Conditions	Yield
With hydrogenchloride	95%
With potassium hydroxide In water at 0 - 10℃;	91.3%
With potassium hydroxide
With sodium hydroxide In toluene at 40℃; for 1h; Reflux;	13.77 g
With sodium hydroxide In water; toluene	12 g

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + methyl chloroformate (79-22-1) → 1,7-bis(methoxycarbonyl)-1,4,7,10-tetraazacyclododecane (162148-42-7)

Conditions	Yield
With sodium hydroxide	93%

Vinyl chloroformate (5130-24-5) + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → 1,7-bis(vinyloxycarbonyl)-1,4,7,10-tetraazacyclododecane

Conditions	Yield
With sodium hydroxide	90%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + benzyl chloroformate (501-53-1) → 1,4,7,10-tetraaza-cyclododecane-1,7-dicarboxylic acid dibenzyl ester (162148-45-0) + 1,4,7,10-tetrakis(benzyloxycarbonyl)-1,4,7,10-tetraazacyclododecane

Conditions	Yield
With hydrogenchloride In 1,4-dioxane for 16h;	A 88% B 10%

4-nitrophenyl 2-(2-(dioctylamino)-2-oxoethoxy)acetate (1354344-55-0) + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → 2,2′,2′′,2′′′-(((1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrayl)tetrakis (2-oxoethane-2,1-diyl))tetrakis(oxy))tetrakis(N,N-dioctylacetamide)

Conditions	Yield
With triethylamine In toluene for 15h; Reflux;	81%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + cucurbit[8]uril (259886-51-6) → C48H48N32O16*C8H20N4*4ClH

Conditions	Yield
In water at 100℃; for 2h;	73%

chloroacetic acid cholesterylester (3464-50-4) + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → C124H204N4O8*ClNa

Conditions	Yield
With sodium carbonate In chloroform; acetonitrile for 7h; Heating;	71%

Chloressigsaeure-fluorenyl-(9)-ester (14159-51-4) + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → 1,4,7,10-tetrakis[(fluorenoxycarbonyl)methyl]-1,4,7,10-tetraazacyclododecane-NaCl complex

Conditions	Yield
With sodium carbonate In acetonitrile Heating;	70%

formaldehyd (50-00-0) + phenylphosphinic acid (1779-48-2) + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrayltetramethylenetetrakis(phenylphosphinic acid) (138149-64-1)

Conditions	Yield
In hydrogenchloride at 100℃; for 2.5h; Condensation;	65%

manganese(II) chloride tetrahydrate + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → di-μ-oxo-bis(1,4,7,10-tetraazacyclododecane)dimanganese(III,IV) chloride lithium chloride pentahydrate

Conditions	Yield
With LiOH; LiCl In ethanol; water (NHCH2CH2)4*4HCl dissolved in aq. LiOH; ethanol added; MnCl2*4H2O added; air bubbled; LiCl (ethanol) added; solvent slowly evapd.; filtered off; washed (ethanol); H2O added to filtrate; evapd.; elem.anal.;	64%

tris(carbonato)cobaltate(III)(3-) + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + sodium perchlorate → {Co(CO3)(1,4,7,10-tetraazacyclododecane)}ClO4

Conditions	Yield
In not given treatment of a tricarbonatocobaltate soln. with an equivalent amt. of C8H20N4*4HCl; concn.; removal of salts; addn. of aq. NaClO4 and ethanol to the filtrate;;	60%

manganese(II) nitrate hexahydrate + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → di-μ-oxo-bis(1,4,7,10-tetraazacyclododecane)dimanganese(III,IV) nitrate

Conditions	Yield
With LiOH In ethanol; water (NHCH2CH2)4*4HCl dissolved in aq. LiOH; ethanol added; Mn(NO3)2*6H2O added; air bubbled; evapd. to moist mass; treated with acetone; filtered; washed (acetone); elem.anal.;	60%

formaldehyd (50-00-0) + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrakis(methylene phosphonic acid) (91987-74-5)

Conditions	Yield
With hydrogenchloride; phosphonic Acid In water for 1h; Heating;	54%
With hydrogenchloride; phosphonic Acid for 5h; Heating;	37.1%

2-chloro-N-ethylacetamide (105-35-1) + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → 1,4,7,10-tetrakis[(ethylcarbamoyl)methyl]-1,4,7,10-tetraazacyclododecane-NaCl complex

Conditions	Yield
With sodium carbonate In acetonitrile Heating;	53%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + 1-[N-(tert-butoxycarbonyl)amino]-2-[N-(chloroacetyl)amino]ethane (149979-14-6) → 1,4,7-tris(2-(tert-butoxycarbonyl)-2-aminoethylamidemethyl)-1,4,7,10-tetraazacyclododecane (1315468-75-7)

Conditions	Yield
Stage #1: 1,4,7,10-tetraazacyclododecane tetrahydrochloride With N-ethyl-N,N-diisopropylamine In acetonitrile at 40℃; for 0.0833333h; Stage #2: 1-[N-(tert-butoxycarbonyl)amino]-2-[N-(chloroacetyl)amino]ethane In acetonitrile at 80℃; for 9h;	41%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + C18H17NO5S → C59H59N7O6

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 72h; Inert atmosphere; Reflux;	41%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + 2-Chloro-N,N-diethylacetamide (2315-36-8) → 1,4,7,10-tetrakis(N,N-diethylacetamido)-1,4,7,10-tetraazacyclododecane (136599-72-9)

Conditions	Yield
	40%

C101H83BrO6 + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → C412H348N4O24

Conditions	Yield
Stage #1: 1,4,7,10-tetraazacyclododecane tetrahydrochloride With 1-methyl-pyrrolidin-2-one; caesium carbonate at 130℃; for 5h; Inert atmosphere; Stage #2: C101H83BrO6 With 1-methyl-pyrrolidin-2-one for 24h; Inert atmosphere; Reflux;	37%

1,1'-(((5-(bromomethyl)-1,3-phenylene)bis(oxy))bis(butane-4,1-diyl))dipyrene + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → C196H172N4O8

Conditions	Yield
Stage #1: 1,4,7,10-tetraazacyclododecane tetrahydrochloride With 1-methyl-pyrrolidin-2-one; caesium carbonate at 130℃; for 5h; Inert atmosphere; Stage #2: 1,1'-(((5-(bromomethyl)-1,3-phenylene)bis(oxy))bis(butane-4,1-diyl))dipyrene With 1-methyl-pyrrolidin-2-one at 130℃; for 24h; Inert atmosphere;	36%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + 1-bromo-4-(1-pyrenyl)butane (117846-05-6) → C88H84N4

Conditions	Yield
Stage #1: 1,4,7,10-tetraazacyclododecane tetrahydrochloride With caesium carbonate In acetonitrile for 5h; Inert atmosphere; Reflux; Stage #2: 1-bromo-4-(1-pyrenyl)butane In acetonitrile for 24h; Inert atmosphere; Reflux;	30%

formaldehyd (50-00-0) + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetrayltetramethylenetetrakis(phosphinic acid) (164858-92-8)

Conditions	Yield
With hypophosphorous acid In water at 40℃; for 3h;	29%

cobalt(II) chloride hexahydrate + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) → cis-dichloro(1,4,7,10-tetra-azacyclododecane)cobalt(III) chloride (15654-20-3)

Conditions	Yield
With air In methanol Li(OH)*H2O was added to suspn. of ligand in anhyd. methanol, soln. of CoCl2*6H2O in methanol was added and methanol-saturated air was passed through soln. for 1 h, soln. filtered and warmed to boiling point for 10 min; ppt. filtered off, washed with methanol and diethyl ether, dried; elem.anal.;	25%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + Chloro-acetic acid (R)-indan-1-yl ester → 1,4,7,10-tetrakis{[(R)-1-indanoxycarbonyl]methyl}-1,4,7,10-tetraazacyclododecane-NaCl complex

Conditions	Yield
With sodium carbonate In acetonitrile Heating;	24%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + Chloro-acetic acid (R)-(1,2,3,4-tetrahydro-naphthalen-1-yl) ester → 1,4,7,10-tetrakis{[(R)-tetrahydro-1-naphthoxycarbonyl]methyl}-1,4,7,10-tetraazacyclododecane-NaCl complex

Conditions	Yield
With sodium carbonate In acetonitrile Heating;	23%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + (O-(cyclopentyl))chloroacetate → 1,4,7,10-tetrakis[(cyclopentoxycarbonyl)methyl]-1,4,7,10-tetraazacyclododecane-NaCl complex

Conditions	Yield
With sodium carbonate In acetonitrile for 4h; Heating;	20%

1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + 2-chloromethylpyridine hydrochloride (6959-47-3) → 1,4,7,10-tetrakis(pyridin-2-ylmethyl)-1,4,7,10-tetraazacyclododecane (185130-32-9)

Conditions	Yield
With sodium hydroxide at 20℃; for 96h; pH=7 - 9;	20%
With sodium hydroxide In water at 20℃; for 96h; pH=7 - 9;	20%

dichloromethane (75-09-2) + 1-(4-pyridyl)pyridinium chloride hydrochloride hydrate + 1,4,7,10-tetraazacyclododecane tetrahydrochloride (10045-25-7) + water (7732-18-5) → 1,7-tetra(4-pyridyl)-1,4,7,10-tetraazacyclododecane hydrate dichloromethane solvate

Conditions	Yield
Stage #1: 1-(4-pyridyl)pyridinium chloride hydrochloride hydrate; 1,4,7,10-tetraazacyclododecane tetrahydrochloride at 170℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: water With sodium hydroxide for 2h; pH=> 11; Reflux; Stage #3: dichloromethane	19.3%

Upstream product

• 52667-88-6 cyclen tetratosylate 
• 74199-09-0 cyclen-glyoxal 
• 74199-09-0 cis-13-1,4,7,10-tetraazatetracyclo<5.5.2.0^4,140^10,13>tetradecane 
• 112-24-3 triethylentetramine 
• 214195-92-3 5a,8b-dimethyloctahydro-2a,5,6,8a-tetraazaacenaphthylene 
• 55442-07-4 N,N',N'',N'''-tetrakis-(p-tolylsulphonyl)-triethylenetetramine 
• 215540-27-5 3H,6H-2a,5,6,8a-octahydrotetraaza-acenaphthylene 
• 809289-72-3 8b-methyldecahydro-2a,4a,6a,8a-tetraazacyclopenta[fg]acenaphthylene 

Downstream Products

• 294-90-6 1,4,7,10-tetraazacyclododecan 
• 134448-29-6 1,7-bis(4-toluenesulphonyl)-1,4,7,10-tetraazacyclododecane 
• 52667-88-6 cyclen tetratosylate 
• 162148-45-0 1,4,7,10-tetraaza-cyclododecane-1,7-dicarboxylic acid dibenzyl ester 
• 74199-09-0 cyclen-glyoxal 
• 192635-89-5 phenylmethyl 2-(1,4,7,10-Tetraaza-4,7,10-tris(((tert-butyl)oxycarbonyl)methyl)cyclododecyl)-acetate 
• 137076-54-1 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane-10-acetic acid 
• 48042-08-6 tetracyanonickelate(II) 
• 18084-64-5 N,N’,N’’,N’’’-tetrabenzyl-1,4,7,10-tetraazacyclododecane 
• 170463-86-2 4,10-bis(p-toluenesulfonyl)-1,4,7,10-tetraazabicyclo<5.5.3>pentadecane 
• 91987-74-5 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrakis(methylene phosphonic acid) 
• 175854-39-4 1,4,7-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane 

Relevant articles and documents

Cobalt(III) polyamine complexes as catalysts for the hydrolysis of phosphate esters and of DNA. A measurable 10 million-fold rate increase

Complexes between cobalt(III) and eight different 1,4,7,10- tetraazacyclododecane (cyclen) as well as two tris(3-aminopropyl)amine (trpn) derivatives are reported with varying numbers and structures of peralkylammonium groups in side chains of the ligands

Condensation of glyoxal with triethylenetetraamine. Stereochemistry, cyclization and deprotection

A mixture of bis-aminal isomers was obtained from aqueous glyoxal- triethylenetetraamine condensation. The irreversible isomerization of the species was observed and a new synthesis of cyclen proposed.

Synthesis, Characterization, and Crystal Structure Analysis of Pentane-2,4-dionato(1,4,7,10-tetra-azacyclododecane)cobalt(III) Diperchlorate Monohydrate and its Brominated Complex (3-Bromopentane-2,4-dionato)(1,4,7,10-tetra-azacyclododecane)cobalt(III) Di

Pentane-2,4-dionato(1,4,7,10-tetra-azacyclododecane)cobalt(III) diperchlorate (1) reacts with N-bromosuccinimide to give its brominated complex, (3-bromopentane-2,4-dionato)(1,4,7,10-tetra-azacyclododecane)cobalt(III) diperchlorate (2).The complexes have

A new route to cyclen, cyclam and homocyclen

Cyclen, cyclam and homocyclen have been synthesized from the corresponding butanedione-protected linear tetramines. The cyclization step is followed by a facile deprotection of the rigidifying moiety.

DINUCLEATING LIGAND OR DINUCLEAR METAL COMPLEX

To provide a metal complex that has high cancer cell toxicity and has DNA target and cyclen.SOLUTION: The present disclosure provides a dinuclear metal complex represented by the following formula (IV).SELECTED DRAWING: None

Preparation method of cyclen

The invention provides a preparation method of cyclen. The method comprises the following step: taking triethylenetetramine (TETA) as a raw material to carry out refining, then carrying out a reactionon the refined triethylenetetramine with methylglyoxal to obtain an intermediate 2, carrying out cyclization on the intermediate 2 with glyoxal, carrying out reducing with sodium borohydride to obtain a cyclized intermediate 3, finally carrying out ring opening through acid hydrolysis, and then adjusting the pH value by using an alkali solution to free out the cyclen.

High-efficiency environment-friendly low-cost synthetic method of cycleanine

The invention discloses a high-efficiency environment-friendly low-cost synthetic method of cycleanine. The synthetic method comprises the following steps: step a, mixing triethylene tetramine, water,potassium carbonate and acetone to obtain a mixture, separately adding paratoluensulfonyl chloride into the mixture in different batches, and synthesizing a compound 2; step b, adding the compound 2and 1,2-dibromoethane into a solvent, and synthesizing a compound 3 in the presence of alkaline metal carbonate; step c, adding water and sulfuric acid into the compound 3, adding ethanol into a reaction product, precipitating, discharging, centrifuging, collecting a solid product, adding water and active carbon into the solid product, stirring, decoloring, centrifuging, collecting filtrate, adding hydrochloric acid, perfor ming salting-out crystallization, precipitating, discharging, centrifuging, collecting the solid product, and obtaining a compound 4; and step d, taking the compound 4 andan alkaline substance as raw materials, synthesizing a cycleanine crude product, extracting and purifying by virtue of methylbenzene-water, and obtaining the cycleanine. The high-efficiency environment-friendly low-cost synthetic method has the advantages of low cost, high efficiency, environmental friendliness.

A high-purity torus cane rather method for the preparation of

The invention provides a preparation method of high-purity cyclen. The method comprises the following preparation paths. Cyclen obtained by the method of the invention has high purity. At the same time, the method greatly reduces the energy consumption and the power cost, and thereby reducing the raw material cost; the method greatly improves the reaction rate, reduces the catalyst amount and the reaction temperature, thereby shortening the consuming time of the process, and reducing the process cost; and the method greatly reduces the acid amount consumption, and thereby greatly reducing the equipment loss. The preparation method improves the production efficiency, and enables the product quality to reach more than 99.8%; hydrazine hydrate is used for replacing diethylenetriamine for a hydrolysis reaction, so the process is suitable for industrialized production. The method of the invention is environmentally friendly, is cost-saving, and is suitable for environment-friendly industrialization.