N,N'-Dibenzyl ethylenediamine diacetate supplier

Name
N,N'-Dibenzyl ethylenediamine diacetate
EINECS 204-572-4
CAS No. 122-75-8
Article Data1
CAS DataBase
Density 1.028 g/cm³
Solubility Soluble in water
Melting Point 117-118 °C
Formula C₁₆H₂₀N₂^.2(C₂H₄O₂)
Boiling Point 373.8 °C at 760 mmHg
Molecular Weight 360.453
Flash Point 220.5 °C
Transport Information
Appearance white crystalline powder
Safety 36/37
Risk Codes 22-43
Molecular Structure
Hazard Symbols
Synonyms 1,2-Di(benzylamino)ethane diacetate;DBED diacetate;NSC 33274;Benzathine diacetate;
PSA 98.66000
LogP 3.52960

Synthetic route

: 64-19-7
acetic acid

: 140-28-3
N,N'-Dibenzylethylenediamine

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

Conditions

Conditions	Yield
In ethyl acetate at 5 - 60℃; for 1h;	96.91%

: 10507-26-3
N,N'-dibenzylethylenediamine diacetate

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride / water / 5 h / 1.5 - 76 °C 2: sodium hydroxide / water / 20 °C 3: ethyl acetate / 1 h / 5 - 60 °C View Scheme

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 81938-42-3
(1S,4S)-1-<3-(benzoylthio)-2-methyl-1-oxopropyl>-4-(phenylthio)-L-proline potassium salt

: zofenopril, Ν,Ν'-dibenzylethylenediamine salt

Conditions

Conditions	Yield
In ethanol at 30℃; for 0.25h;	100%

: 50-00-0
formaldehyd

: 625-48-9
2-nitro-1-ethanol

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 1173766-86-3
1,4-dibenzyl-6-hydroxymethyl-6-nitroperhydro-1,4-diazepine

Conditions

Conditions	Yield
In ethanol; toluene for 6h; Mannich reaction; Reflux;	99.5%

...Expand

: 4554-16-9
2,3-dibromopropionitrile

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 170701-81-2
1,4-dibenzyl-2-carbonitrilepiperazine

Conditions

Conditions	Yield
With triethylamine In benzene for 3h; Cyclization; Heating;	98.2%

: 7-α-methoxy-7-[(2-thienyl)acetamido]-4-cephalosporanic acid cyclohexylamine

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 3-hydroxymethyl-7α-[(2-thienyl)acetamido]-4-cephalosporanic acid benzathine salt

Conditions

Conditions	Yield
Stage #1: 7-α-methoxy-7-[(2-thienyl)acetamido]-4-cephalosporanic acid cyclohexylamine With sodium hydroxide In methanol; water pH=10; Stage #2: N,N'-dibenzylethylenediamine diacetate In ethyl acetate at 25℃;	96%
Stage #1: 7-α-methoxy-7-[(2-thienyl)acetamido]-4-cephalosporanic acid cyclohexylamine With sodium hydroxide In methanol; water at -25℃; for 1h; Stage #2: N,N'-dibenzylethylenediamine diacetate In water; ethyl acetate at 30 - 35℃; for 1.5h; Temperature; Solvent;

: 50-00-0
formaldehyd

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 873200-26-1
6-(2-t-butoxycarbonyl-ethyl)-6-nitro-1,4-dibenzylperhydro-1,4-diazepine

Conditions

Conditions	Yield
Stage #1: N,N'-dibenzylethylenediamine diacetate; 4-nitrobutanoic acid t-butyl ester In ethanol at 60℃; Stage #2: formaldehyd In ethanol at 20 - 60℃; for 19h;	86%

: 50-00-0
formaldehyd

: 128224-90-8
Methyl 11-nitroundecanoate

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: C30H43N3O4

Conditions

Conditions	Yield
Stage #1: Methyl 11-nitroundecanoate; N,N'-dibenzylethylenediamine diacetate In ethanol; toluene Reflux; Stage #2: formaldehyd In ethanol; toluene for 5h; Heating;	85%

...Expand

: 50-00-0
formaldehyd

: 1456626-16-6
(1R,4R)-4-(nitromethyl)cyclohexanecarboxylic acid methyl ester

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 1456626-17-7
6-[(1R,4R)-4-(methoxycarbonyl)cyclohexane-1-yl]-6-nitro-1,4-bis(phenylmethyl)-tetrahydro-1H-1,4-diazepine

Conditions

Conditions	Yield
Stage #1: formaldehyd; N,N'-dibenzylethylenediamine diacetate In ethanol at 60 - 80℃; for 1.5h; Stage #2: (1R,4R)-4-(nitromethyl)cyclohexanecarboxylic acid methyl ester In ethanol at 80℃; for 6h;	76%
Stage #1: formaldehyd; N,N'-dibenzylethylenediamine diacetate In ethanol at 60 - 80℃; for 1.5h; Stage #2: (1R,4R)-4-(nitromethyl)cyclohexanecarboxylic acid methyl ester In ethanol at 80℃; for 6h;	76%

...Expand

: 1456625-91-4
6-[bis[2-[(1,1-dimethyl)ethoxy]-2-oxoethyl]amino]-6-[5-[(2,5-dioxo-1-pyrrolidinyl)oxy]-5-oxopent-1-yl]-tetrahydro-1H-1,4-diazepine-1,4(5H)-diacetic acid bis [(1,1-dimethyl)ethyl] ester

: (1R,4R)-4-(nitromethyl)cyclohexanecarboxylic acid methyl ester

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 6-[(1R,4R)-4-(methoxycarbonyl)cyclohexane-1-yl]-6-nitro-1,4-bis(phenylmethyl)-tetrahydro-1H-1,4-diazepine

Conditions

Conditions	Yield
Stage #1: N,N'-dibenzylethylenediamine diacetate In ethanol at 60℃; Stage #2: 6-[bis[2-[(1,1-dimethyl)ethoxy]-2-oxoethyl]amino]-6-[5-[(2,5-dioxo-1-pyrrolidinyl)oxy]-5-oxopent-1-yl]-tetrahydro-1H-1,4-diazepine-1,4(5H)-diacetic acid bis [(1,1-dimethyl)ethyl] ester In ethanol at 80℃; Stage #3: (1R,4R)-4-(nitromethyl)cyclohexanecarboxylic acid methyl ester In ethanol	76%

...Expand

: C19H18N6O9S3

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: cefonicid acid N,N dibenzyl ethylene diamine diacetate salt

Conditions

Conditions	Yield
Stage #1: C19H18N6O9S3 With water; trifluoroacetic acid at 33℃; for 6h; Stage #2: N,N'-dibenzylethylenediamine diacetate In methanol; water Reagent/catalyst; Temperature;	69.8%

: 50-00-0
formaldehyd

: 873201-44-6
11-nitroundecanoic acid tert-butyl ester

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 873201-45-7
C33H49N3O4

Conditions

Conditions	Yield
In ethanol; toluene for 3h; Heating / reflux;	69%

...Expand

: 50-00-0
formaldehyd

: 75-52-5
nitromethane

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 1,4-dibenzyl-6-nitro-1,4-diazepane

Conditions

Conditions	Yield
In ethanol; toluene for 6h; Henry reaction; Reflux;	62%

...Expand

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 38958-59-7
6β-(2,6-dimethoxy-benzoylamino)-penicillanic acid; potassium salt

: 4234-36-0, 106884-52-0
(5R)-6t-(2,6-dimethoxy-benzoylamino)-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carbothioic acid; N,N'-dibenzyl-ethane-1,2-diamine salt (2:1)

Conditions

Conditions	Yield
(i) Et3N*HCl, CH2Cl2, (ii) ClCO2Et, DMF, (iii) NaSH, (iv) /BRN= 3781362/, H2O; Multistep reaction;

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 14217-64-2
6β-(5-methyl-3-phenyl-isoxazole-4-carbonylamino)-penicillanic acid; potassium salt

: 4152-20-9, 5230-01-3
(5R)-3,3-dimethyl-6t-(5-methyl-3-phenyl-isoxazole-4-carbonylamino)-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carbothioic acid; N,N'-dibenzyl-ethane-1,2-diamine salt (2:1)

Conditions

Conditions	Yield
(i) Et3N*HCl, CH2Cl2, (ii) ClCO2Et, DMF, (iii) NaSH, (iv) /BRN= 3781362/, H2O; Multistep reaction;

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 6β-[3-(4-chloro-phenyl)-5-methyl-isoxazole-4-carbonylamino]-penicillanic acid; potassium salt

: 4288-79-3, 106991-43-9
(5R)-6t-[3-(4-chloro-phenyl)-5-methyl-isoxazole-4-carbonylamino]-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carbothioic acid; N,N'-dibenzyl-ethane-1,2-diamine salt (2:1)

Conditions

Conditions	Yield
(i) Et3N*HCl, CH2Cl2, (ii) ClCO2Et, DMF, (iii) NaSH, (iv) /BRN= 3781362/, H2O; Multistep reaction;

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 114536-33-3
6β-(biphenyl-2-carbonylamino)-penicillanic acid; potassium salt

: 4152-21-0, 107062-77-1
(5R)-6t-(biphenyl-2-carbonylamino)-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carbothioic acid; N,N'-dibenzyl-ethane-1,2-diamine salt (2:1)

Conditions

Conditions	Yield
(i) Et3N*HCl, CH2Cl2, (ii) ClCO2Et, DMF, (iii) NaSH, (iv) /BRN= 3781362/, H2O; Multistep reaction;

: 1708-29-8
2,5-dihydrofuran

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 102739-82-2
4,7,13,16-tetrabenzyl-1,10-dioxa-4,7,13,16-tetraaza-cyclooctadecane

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 1984-43-6, 6828-11-1, 51372-64-6, 59275-03-5
dimethyl 7-oxabicyclo[2.2.1]hept-5-ene exo,exo-2,3-dicarboxylate

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 102739-79-7
3,6-Dibenzyl-9,10-dimethoxycarbonyl-11-oxa-3,6-diazabicyclo<6.2.1>undecane

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 55601-40-6
N-(benzyloxycarbonyl)aminomethylphosphonic acid

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 93-97-0
benzoic acid anhydride

: N,N'-dibenzylethylenediammonium bis[benzoyl N-(benzyloxycarbonyl)aminomethylphosphonate]

Conditions

Conditions	Yield
Stage #1: N-(benzyloxycarbonyl)aminomethylphosphonic acid; benzoic acid anhydride With sodium hydroxide In pyridine at 0℃; for 0.25h; Stage #2: N,N'-dibenzylethylenediamine diacetate In water at 0℃; for 0.166667h;

...Expand

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 287714-41-4
rosuvastatin

: (3R,5S,6E)-7-[4-(4-fluorophenyl)-6-(1-methylethyl)]-2-[methyl(methylsulfonyl)amino-5-pyrimidinyl]-3,5-dihydroxy-6-heptenoic acid N,N'-dibenzylethylenediamine

Conditions

Conditions	Yield
In water at 24 - 30℃; for 2h; Product distribution / selectivity;

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 116163-33-8, 1035052-05-1, 1035052-07-3
2-aminomethyl-1,4-di-phenylmethyl piperazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 98.2 percent / Et3N / benzene / 3 h / Heating 2: 64 percent / Na; EtOH / Heating View Scheme

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 253873-10-8
1,4-dibenzyl-2-(2,2-dimethylpropionylaminomethyl)piperazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 98.2 percent / Et3N / benzene / 3 h / Heating 2: 64 percent / Na; EtOH / Heating 3: 49 percent / Et3N / CH2Cl2 / 5 h View Scheme

: C18H16ClN3O8S2

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: C16H20N2*C18H16ClN3O8S2

Conditions

Conditions	Yield
With triethylamine In water at 0 - 5℃; for 1.5h; pH=7.0 - 7.5;

: C17H16ClN6O8S2(1-)*Na(1+)

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: C16H20N2*C17H17ClN6O8S2

Conditions

Conditions	Yield
In water at 0 - 20℃; for 1.75h;

: C15H16ClN3O8S

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: C15H16ClN3O8S*C16H20N2

Conditions

Conditions	Yield
In water at 0 - 5℃; for 2h;

: C21H24ClN3O8S2Si

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: C16H20N2*C19H17N5O7S3

Conditions

Conditions	Yield
With water In water at 0 - 5℃; pH=3;

: 2,2,2-trichloroethyl 2-(1-methyl-1H-tetrazol-5-yl)-thiomethyl-2-methyl-6-(2-phenylacetamido) penam-3-carboxylate

: 122-75-8
N,N'-dibenzylethylenediamine diacetate

: 7440-66-6
zinc

: N,N'-dibenzylethylenediamine 2-(1-methyl-1H-tetrazol-5-yl)-thiomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate

Conditions

Conditions	Yield
With acetic acid In N-methyl-acetamide; ethanol; water; ethyl acetate

...Expand

N,N'-Dibenzyl ethylenediamine diacetate Consensus Reports

Reported in EPA TSCA Inventory.

N,N'-Dibenzyl ethylenediamine diacetate Specification

The N,N'-Dibenzyl ethylenediamine diacetate is an organic compound with the formula C₁₆H₂₀N₂^.2(C₂H₄O₂). The IUPAC name of this chemical is acetic acid; N,N'-dibenzylethane-1,2-diamine. With the CAS registry number 122-75-8, it is also named as 1,2-Ethanediamine, N,N'-bis(phenylmethyl)-, diacetate. The product's classification code is Drug / Therapeutic Agent. Besides, it used as a intermediate of drug penicillin.

Physical properties about N,N'-Dibenzyl ethylenediamine diacetate are: (1)ACD/LogP: 2.86; (2)ACD/LogD (pH 5.5): -0.52; (3)ACD/LogD (pH 7.4): 1.11; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1.55; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 15.17; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 7; (11)Polar Surface Area: 6.48 Å²; (12)Flash Point: 220.5 °C; (13)Enthalpy of Vaporization: 62.11 kJ/mol; (14)Boiling Point: 373.8 °C at 760 mmHg; (15)Vapour Pressure: 8.76E-06 mmHg at 25°C.

Uses of N,N'-Dibenzyl ethylenediamine diacetate: it can be used to produce 1,4-dibenzyl-2-piperazinecarbonitrile by heating. This reaction is a kind of Cyclization. It will need reagent Et₃N and solvent benzene with reaction time of 3 hours. The yield is about 98.2%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. Besides, this chemical may cause sensitisation by skin contact. When you are using it, wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C.O=C(O)C.N(CCNCc1ccccc1)Cc2ccccc2
(2)InChI: InChI=1/C16H20N2.2C2H4O2/c1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16;2*1-2(3)4/h1-10,17-18H,11-14H2;2*1H3,(H,3,4)
(3)InChIKey: MTRNNCLQPVCDLF-UHFFFAOYAT
(4)Std. InChI: InChI=1S/C16H20N2.2C2H4O2/c1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16;2*1-2(3)4/h1-10,17-18H,11-14H2;2*1H3,(H,3,4)
(5)Std. InChIKey: MTRNNCLQPVCDLF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intramuscular	138mg/kg (138mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Antibiotics and Chemotherapy Vol. 4, Pg. 633, 1954.

Product Name

N,N'-Dibenzyl ethylenediamine diacetate

Synthetic route

N,N'-Dibenzyl ethylenediamine diacetate Consensus Reports

N,N'-Dibenzyl ethylenediamine diacetate Specification

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