Product Name

  • Name

    N-(1-Naphthyl)ethylenediamine dihydrochloride

  • EINECS 215-981-2
  • CAS No. 1465-25-4
  • Density
  • Solubility soluble in water
  • Melting Point 200 °C
  • Formula C12H16Cl2N2
  • Boiling Point 370.7 °C at 760 mmHg
  • Molecular Weight 259.178
  • Flash Point 209.7 °C
  • Transport Information
  • Appearance white to beige or pink powder
  • Safety 26-37/39
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 1465-25-4 (N-(1-Naphthyl)ethylenediamine dihydrochloride)
  • Hazard Symbols HarmfulXn
  • Synonyms 1,2-Ethanediamine,N-1-naphthalenyl-, dihydrochloride (9CI);Ethylenediamine, N-1-naphthyl-, dihydrochloride(6CI,7CI,8CI);Bratton-Marshall reagent;N-1-Naphthylethylenediamine dihydrochloride;NEDA;NEDA(amine);Reagents, Bratton-Marshall;N(1-Naphthl)ethylenediamine dihydrochloride;1,2-ethanediamine, N1-1-naphthalenyl-, hydrochloride (1:2);N-(1-Naphthyl)-1,2-ethanediamine dihydrochloride;N-(1-Naphthyl)ethane-1,2-diamine dihydrochloride;N-(1-Naphthyl)ethylenediamine 2HCl;N-(1-naphthyl)-ethylenediamine dihydrochloride;
  • PSA 38.05000
  • LogP 4.58770

Synthetic route

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

2,2,2-trifluoro-N-(2-(naphthalen-1-ylamino)ethyl)acetamide
895775-85-6

2,2,2-trifluoro-N-(2-(naphthalen-1-ylamino)ethyl)acetamide

Conditions
ConditionsYield
With water; N-ethyl-N,N-diisopropylamine In acetonitrile Reflux;86%
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

Thioctic acid
1077-28-7, 62-46-4

Thioctic acid

5-[1,2]dithiolan-3-yl-pentanoic acid [2-(naphthalene-1-ylamino)ethyl]amide
1151851-91-0

5-[1,2]dithiolan-3-yl-pentanoic acid [2-(naphthalene-1-ylamino)ethyl]amide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane85%
tetrafluoroterephthalonitrile
1835-49-0

tetrafluoroterephthalonitrile

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

C20H13F3N4

C20H13F3N4

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Sonication;80%
potassium tetrachloroplatinate(II)
10025-99-7

potassium tetrachloroplatinate(II)

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

((1-naphthyl)-NH2CH2CH2NH3)PtCl4
467218-94-6

((1-naphthyl)-NH2CH2CH2NH3)PtCl4

Conditions
ConditionsYield
In water 1 equiv. of N-compd. in aq. soln. (30 °C) was added to warm (40 °C) of Pt-compd. under stirring; soln. was allowed to stand at 0 °C for 20 min, ppt. was filtered off, washed with small amt. of H2O and ether, dried in vac.;75%
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

C13H12N2*ClH

C13H12N2*ClH

Conditions
ConditionsYield
Heating;66%
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

C23H20N2O

C23H20N2O

Conditions
ConditionsYield
With acetic acid In ethanol Reflux;65%
With acetic acid In ethanol at 85℃; for 12h;52%
benzene diazonium chloride
100-34-5

benzene diazonium chloride

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

N-(4-phenylazo-[1]naphthyl)-ethylenediamine
132472-74-3

N-(4-phenylazo-[1]naphthyl)-ethylenediamine

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

N-Aminoethyl-1,4-naphthylendiamin
87790-97-4

N-Aminoethyl-1,4-naphthylendiamin

Conditions
ConditionsYield
With sodium sulfanilate; acetic acid; zinc 2.) 1,4-dioxane; Multistep reaction;
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

N--ethylenediamine monohydrochloride

N--ethylenediamine monohydrochloride

Conditions
ConditionsYield
beim Erhitzen unter vermindertem Druck;
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

5'-Amino-3-methanesulfonyl-1'-methyl-4,5-dihydro-3H,1'H-[1,2']biimidazolyl-2-one

5'-Amino-3-methanesulfonyl-1'-methyl-4,5-dihydro-3H,1'H-[1,2']biimidazolyl-2-one

5'-[4-(2-amino-ethylamino)-naphthalen-1-ylazo]-3-methanesulfonyl-1'-methyl-4,5-dihydro-3H,1'H-[1,2']biimidazolyl-2-one; compound with GENERIC INORGANIC NEUTRAL COMPONENT

5'-[4-(2-amino-ethylamino)-naphthalen-1-ylazo]-3-methanesulfonyl-1'-methyl-4,5-dihydro-3H,1'H-[1,2']biimidazolyl-2-one; compound with GENERIC INORGANIC NEUTRAL COMPONENT

Conditions
ConditionsYield
Stage #1: 5'-Amino-3-methanesulfonyl-1'-methyl-4,5-dihydro-3H,1'H-[1,2']biimidazolyl-2-one With hydrogenchloride; sodium nitrite
Stage #2: N-(1-naphthyl)ethylenediamine dihydrochloride
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

2-(4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid
247193-74-4

2-(4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetic acid

10-{[2-(naphthalen-1-ylamino)-ethylcarbamoyl]-methyl}-1,4,7,10tetraaza-cyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester

10-{[2-(naphthalen-1-ylamino)-ethylcarbamoyl]-methyl}-1,4,7,10tetraaza-cyclododecane-1,4,7-tricarboxylic acid tri-tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 24h;
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

N-[2-(naphthalen-1-ylamino)-ethyl]-2-(1,4,7,10tetraaza-cyclododec-1-yl)-acetamide; compound with GENERIC INORGANIC NEUTRAL COMPONENT

N-[2-(naphthalen-1-ylamino)-ethyl]-2-(1,4,7,10tetraaza-cyclododec-1-yl)-acetamide; compound with GENERIC INORGANIC NEUTRAL COMPONENT

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N; HOBt; DCC / tetrahydrofuran / 24 h / 20 °C
2: 1.0 g / HCl / methanol / 20 °C
View Scheme
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

6-Acetylamino-benzochinoxalin
87790-99-6

6-Acetylamino-benzochinoxalin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) sulfanilic acid sodium salt, 2.) Zn, acetic acid / 2.) 1,4-dioxane
2: PDC / dimethylformamide / 0.25 h
3: pyridine
View Scheme
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

6-Amino-benzoquinoxaline
87790-98-5

6-Amino-benzoquinoxaline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) sulfanilic acid sodium salt, 2.) Zn, acetic acid / 2.) 1,4-dioxane
2: PDC / dimethylformamide / 0.25 h
View Scheme
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

N-(1-naphthyl)ethylenediamine
551-09-7

N-(1-naphthyl)ethylenediamine

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane
3-chloro-N-(naphthalen-1-yl)propanamide
22302-59-6

3-chloro-N-(naphthalen-1-yl)propanamide

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

butan-1-ol
71-36-3

butan-1-ol

3-[(1-naphthylamino)ethylamino]-N-(1-naphthyl)propionamide dihydrochloride

3-[(1-naphthylamino)ethylamino]-N-(1-naphthyl)propionamide dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride; potassium iodide; potassium carbonate
methanol
67-56-1

methanol

2-chloro-N-(1-naphthyl)acetamide
832-89-3

2-chloro-N-(1-naphthyl)acetamide

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

butan-1-ol
71-36-3

butan-1-ol

[2-(1-naphthylamino)ethylamino]-N-(1-naphthyl)acetamide monohydrochloride monohydrate

[2-(1-naphthylamino)ethylamino]-N-(1-naphthyl)acetamide monohydrochloride monohydrate

Conditions
ConditionsYield
With hydrogenchloride; potassium iodide; potassium carbonate In hexane1.5 g (39.1%)
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

3-(α-chloroacetylamino)quinoline
121221-07-6

3-(α-chloroacetylamino)quinoline

2-(1-naphthylamino)ethylamino-N-(3-quinolyl)acetamide dihydrochloride monohydrate

2-(1-naphthylamino)ethylamino-N-(3-quinolyl)acetamide dihydrochloride monohydrate

Conditions
ConditionsYield
With hydrogenchloride; potassium iodide; potassium carbonate In N-methyl-acetamide
5-(α-chloroacetylamino)quinoline
121221-08-7

5-(α-chloroacetylamino)quinoline

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

[2-(1-naphthylamino)ethylamino]-N-(5-quinolyl)acetamide dihydrochloride monohydrate

[2-(1-naphthylamino)ethylamino]-N-(5-quinolyl)acetamide dihydrochloride monohydrate

Conditions
ConditionsYield
With hydrogenchloride; potassium iodide; potassium carbonate In N-methyl-acetamide4 g (22.5%)
2-chloro-N-(naphthalen-1-yl)propanamide
22302-58-5

2-chloro-N-(naphthalen-1-yl)propanamide

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

2-[2-(1-naphthylamino)ethylamino]-N-(1-naphthyl)propionamide monohydrate

2-[2-(1-naphthylamino)ethylamino]-N-(1-naphthyl)propionamide monohydrate

Conditions
ConditionsYield
With potassium iodide; potassium carbonate In acetonitrile
N-(5-quinoxalyl)-2-chloroacetamide
33544-33-1

N-(5-quinoxalyl)-2-chloroacetamide

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

[2-(1-naphthylamino)ethylamino]-N-(5-quinoxalyl)-acetamide dihydrochloride

[2-(1-naphthylamino)ethylamino]-N-(5-quinoxalyl)-acetamide dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride; potassium iodide; potassium carbonate In N-methyl-acetamide
2-chloropropionyl chloride
7623-09-8

2-chloropropionyl chloride

N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

N-[(1-naphthylamino)ethyl]-2-chloropropionamide

N-[(1-naphthylamino)ethyl]-2-chloropropionamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran
N-(1-naphthyl)ethylenediamine dihydrochloride
1465-25-4

N-(1-naphthyl)ethylenediamine dihydrochloride

benzyl chloroformate
501-53-1

benzyl chloroformate

phenylmethyl [2-(1-naphthalenylamino)ethyl]-carbamate
1146411-78-0

phenylmethyl [2-(1-naphthalenylamino)ethyl]-carbamate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃;

N-(1-Naphthyl)ethylenediamine dihydrochloride Consensus Reports

NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-168 ,1979. . Reported in EPA TSCA Inventory.

N-(1-Naphthyl)ethylenediamine dihydrochloride Specification

The N-1-Naphthylethylene diamine dihydrochloride, with the CAS registry number 1465-25-4 and EINECS registry number 215-981-2, has the systematic name of N-(naphthalen-1-yl)ethane-1,2-diamine dihydrochloride. It is a kind of white to beige or pink powder which is light sensitive and hygroscopic. And the molecular formula of this chemical is C12H16Cl2N2.

The physical properties of N-1-Naphthylethylene diamine dihydrochloride are as followings: (1)ACD/LogP: 1.95; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.06; (4)ACD/LogD (pH 7.4): 0.14; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 4.28; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 6.48 Å2; (13)Flash Point: 209.7 °C; (14)Enthalpy of Vaporization: 61.77 kJ/mol; (15)Boiling Point: 370.7 °C at 760 mmHg; (16)Vapour Pressure: 1.08E-05 mmHg at 25°C.

Preparation of N-1-Naphthylethylene diamine dihydrochloride: It can be prepared from α-bromonaphthalene and quadrol with heating and pressurization, and then salify it by adding hydrochloric acid.

N-1-Naphthylethylene diamine dihydrochloride be prepared from α-bromonaphthalene and quadrol with heating and pressurization(step1), and then salify it by adding hydrochloric acid

N-1-Naphthylethylene diamine dihydrochloride be prepared from α-bromonaphthalene and quadrol with heating and pressurization, and then salify it by adding hydrochloric acid(step2)

Uses of N-1-Naphthylethylene diamine dihydrochloride: It can be used as a reagent for the determination of sulfonamides, and visualization reagent in photometry.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it is also harmful if swallowed. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl.Cl.c1cccc2cccc(NCCN)c12
(2)InChI: InChI=1/C12H14N2.2ClH/c13-8-9-14-12-7-3-5-10-4-1-2-6-11(10)12;;/h1-7,14H,8-9,13H2;2*1H
(3)InChIKey: MZNYWPRCVDMOJG-UHFFFAOYAW

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 150mg/kg (150mg/kg)   National Technical Information Service. Vol. AD691-490,

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