2,5-Piperazinedione supplier

Name
2,5-Piperazinedione
EINECS 203-411-5
CAS No. 106-57-0
Article Data121
CAS DataBase
Density 1.247 g/cm³
Solubility Soluble in water (142mg/L).
Melting Point >300 °C(lit.)
Formula C₄H₆N₂O₂
Boiling Point 573.65 °C at 760 mmHg
Molecular Weight 114.104
Flash Point 301.886 °C
Transport Information
Appearance white to slightly yellow crystalline powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,5-Diketopiperazine;2,5-Dioxopiperazine;Cyclo(glycylglycyl);Cyclodiglycine;Cycloglycylglycine;Diglycolyl diamide;Diketopiperazine;Glycine, N-glycyl-, cyclic peptide;Glycine, bimol. cyclic peptide;Glycylglycine lactam;NSC 26345;alpha,gamma-Diacipiperazine;
PSA 58.20000
LogP -1.11000

Synthetic route

: 556-50-3
glycylglycine

: 106-57-0
Glycine anhydride

Conditions

Conditions	Yield
With 14C2H7N14H(1+)2H2O2O(2-)2Zr(4+)*O122P4W34(18-) In dimethyl sulfoxide at 70℃; for 24h; Solvent; Reagent/catalyst;	100%
With silica gel In gas at 180 - 200℃; under 0.08 Torr;	46%
With hydrogenchloride at 150 - 160℃; im Rohr;

: 56-40-6
glycine

: 106-57-0
Glycine anhydride

Conditions

Conditions	Yield
In N,N-dimethyl-formamide under 12901.3 Torr; for 0.333333h; Microwave irradiation; Heating;	95%
In ethylene glycol at 170 - 180℃; for 6h;	62%
With Silochrom C-120 at 170 - 180℃; under 0.1 Torr;	13%

: 5680-79-5
glycine ethyl ester hydrochloride

: 1122-91-4
4-bromo-benzaldehyde

A: 106-57-0
Glycine anhydride

B: 139575-14-7
methyl 2-[(E)-[(4-bromophenyl)methylidene]amino]acetate

Conditions

Conditions	Yield
With magnesium sulfate; triethylamine In dichloromethane for 1h; Heating;	A n/a B 91%

...Expand

: 100-52-7
benzaldehyde

: 762-04-9
phosphonic acid diethyl ester

: 459-73-4
GlyOEt*HCl

A: 106-57-0
Glycine anhydride

B: ethyl N-[(diethoxyphosphoryl)(phenyl)methyl]glycinate

Conditions

Conditions	Yield
With 4 A molecular sieve In dichloromethane for 24h; Kabachnik-Fields reaction;	A n/a B 85%

...Expand

: 77930-07-5
C19H23N2O4PS

: 106-57-0
Glycine anhydride

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 70℃; for 336h;	79%

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

A: 106-57-0
Glycine anhydride

B: 1-(3,4-dihydro-2H-pyran-5-yl)-2,5-piperazinedione

: trans-1-(3-bromo-2-tetrahydropyranyl)-2,5-piperazinedione

: cis-1-(3-bromo-2-tetrahydropyranyl)-2,5-piperazinedione

Conditions

Conditions	Yield
With ethyloxirane; 3,4-dihydro-2H-pyran In acetonitrile for 3h; Ambient temperature; Irradiation;	A 75% B 2% C 5% D 2%

...Expand

: 77930-08-6
C19H21F2N2O5P

: 106-57-0
Glycine anhydride

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 504h;	74%

: 113708-85-3
sodium butyl(nitrosulfo)acetate

A: 106-57-0
Glycine anhydride

B: disodium butyl(aminodisulfo)acetate

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol for 24h;	A 40% B 72%

: 5680-79-5
glycine ethyl ester hydrochloride

: 100-52-7
benzaldehyde

A: 106-57-0
Glycine anhydride

B: 66646-88-6, 120238-40-6, 138495-05-3
(E)-N-benzylideneglycine methyl ester

Conditions

Conditions	Yield
With magnesium sulfate; triethylamine In dichloromethane for 1h; Heating;	A n/a B 65%

...Expand

: 13437-63-3
methyl [({[(benzyloxy)carbonyl]amino}acetyl)amino]acetate

: 106-57-0
Glycine anhydride

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid In methanol for 12h; Ambient temperature;	62%

: 53487-98-2
N-tert-butoxycarbonyl glycyl glycine methyl ester

: 106-57-0
Glycine anhydride

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl glycyl glycine methyl ester With formic acid at 20℃; for 3h; Stage #2: In toluene; iso-butanol for 3h; Heating; Further stages.;	61%
In water at 130℃; for 4h;	95 %Spectr.
In water at 130℃; for 4h; Autoclave;

: 121099-24-9
n-propyl nitrosulfoacetate

A: 106-57-0
Glycine anhydride

B: C5H9NO8S2(2-)*2Na(1+)

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol for 24h;	A 45% B 60%

: 110-87-2
3,4-dihydro-2H-pyran

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

A: 106-57-0
Glycine anhydride

: 1,4-bis(3-bromo-2-tetrahydropyranyl)-2,5-piperazinedione

: trans-1-(3-bromo-2-tetrahydropyranyl)-2,5-piperazinedione

: cis-1-(3-bromo-2-tetrahydropyranyl)-2,5-piperazinedione

Conditions

Conditions	Yield
With ethyloxirane In acetonitrile for 24h; Ambient temperature; Irradiation; Further byproducts given;	A 55% B 6% C 15% D 7%

...Expand

: 83316-92-1
glycine phenacyl ester

A: 106-57-0
Glycine anhydride

B: 582-24-1
1-phenyl-2-hydroxyethanone

C: 56-40-6
glycine

Conditions

Conditions	Yield
With triethylamine hydrochloride In N,N-dimethyl-formamide for 24h; Product distribution; Ambient temperature;	A 55% B n/a C 39%

...Expand

: 592-41-6
1-hexene

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

A: 106-57-0
Glycine anhydride

B: 1-(2-hydroxyhexyl)-2,5-piperazinedione

C: 1,4-bis(2-hydroxyhexyl)-2,5-piperazinedione

D: 1,4-bis(2-bromohexyl)-2,5-piperazinedione

Conditions

Conditions	Yield
In acetonitrile for 5h; Ambient temperature; Irradiation;	A 54% B 11% C 7% D 5%
In acetonitrile for 5h; Product distribution; Mechanism; Ambient temperature; Irradiation; addition a hydrogen bromide scavenger (1,2-epoxybutane); others 1-alkenes;	A 54% B 11% C 7% D 5%
With ethyloxirane In acetonitrile for 4h; Ambient temperature; Irradiation;	A 39% B 16% C 9% D 21%

...Expand

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

: 110-83-8
cyclohexene

A: 106-57-0
Glycine anhydride

: 7429-37-0
trans-1,2-dibromocyclohexane

C: 1521-51-3
rac-3-bromocyclohexene

D: 1-((1S,2R)-2-Bromo-cyclohexyl)-4-((1R,2S)-2-bromo-cyclohexyl)-piperazine-2,5-dione

Conditions

Conditions	Yield
In chloroform at 20℃; for 3h; Irradiation; Further byproducts given;	A 49% B 18 % Chromat. C 27 % Chromat. D 3%

...Expand

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

: 110-83-8
cyclohexene

A: 106-57-0
Glycine anhydride

: 7429-37-0
trans-1,2-dibromocyclohexane

C: 1521-51-3
rac-3-bromocyclohexene

: 1,4-Bis-((1R,2R)-2-bromo-cyclohexyl)-piperazine-2,5-dione

Conditions

Conditions	Yield
In chloroform at 20℃; for 3h; Irradiation; Further byproducts given;	A 49% B 18 % Chromat. C 27 % Chromat. D 9%

...Expand

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

: 110-83-8
cyclohexene

A: 106-57-0
Glycine anhydride

: 7429-37-0
trans-1,2-dibromocyclohexane

C: 1521-51-3
rac-3-bromocyclohexene

D: 1-((1S,2S)-2-Bromo-cyclohexyl)-4-((1R,2R)-2-bromo-cyclohexyl)-piperazine-2,5-dione

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 3h; Irradiation; Further byproducts given;	A 45% B 15 % Chromat. C 35 % Chromat. D 17%

...Expand

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

: 110-83-8
cyclohexene

A: 106-57-0
Glycine anhydride

B: 1521-51-3
rac-3-bromocyclohexene

C: 1-((1S,2S)-2-Bromo-cyclohexyl)-4-((1R,2R)-2-bromo-cyclohexyl)-piperazine-2,5-dione

: 1-((1S,2R)-2-Bromo-cyclohexyl)-4-((1R,2R)-2-bromo-cyclohexyl)-piperazine-2,5-dione

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 3h; Irradiation; Further byproducts given;	A 45% B 35 % Chromat. C 17% D 12%

...Expand

: 763-29-1
2-Methyl-1-pentene

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

A: 106-57-0
Glycine anhydride

B: 1-(2-bromo-2-methylpentyl)-2,5-piperazinedione

C: 1,4-bis(2-bromo-2-methylpentyl)-2,5-piperazinedione

Conditions

Conditions	Yield
In acetonitrile for 5h; Ambient temperature; Irradiation;	A 3% B 5% C 45%

...Expand

: 56-40-6
glycine

A: 106-57-0
Glycine anhydride

B: 556-50-3
glycylglycine

Conditions

Conditions	Yield
With silica gel In toluene for 20h; Heating;	A 44.3% B 10.7%
With silica gel In toluene for 20h; Product distribution; Heating; glycine adsorbed on silica gel;
In water at 200℃; under 187515 Torr; pH=6.1; Kinetics; Equilibrium constant; Further Variations:; Temperatures;
With 2Zn(2+)2H2OC8MoN8(4-) at 120℃; for 840h; Reagent/catalyst; Temperature;	A 20.3 %Chromat. B 19.23 %Chromat.

: 110-87-2
3,4-dihydro-2H-pyran

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

A: 106-57-0
Glycine anhydride

B: 1-(3,4-dihydro-2H-pyran-5-yl)-2,5-piperazinedione

C: 1-(2-hydroxy-3-tetrahydropyranyl)-2,5-piperazinedione

: 1,4-bis(2-hydroxy-3-tetrahydropyranyl)-2,5-piperazinedione

: trans-1-(3-bromo-2-tetrahydropyranyl)-2,5-piperazinedione

: cis-1-(3-bromo-2-tetrahydropyranyl)-2,5-piperazinedione

G 1,4-bis(3-bromo-2-tetrahydropyranyl)-2,5-piperazinedione: 1,4-bis(3-bromo-2-tetrahydropyranyl)-2,5-piperazinedione

Conditions

Conditions	Yield
With ethyloxirane In acetonitrile for 3h; Product distribution; Mechanism; Ambient temperature; Irradiation; variation of temperature and reaction time; effect of presence of hydroquinone; effect of dark conditions;	A 42% B 9% C 7% D 8% E 8% F 4% G n/a

...Expand

: 1,4-dibutyryl-2,5-piperazinedione

A: 106-57-0
Glycine anhydride

B: 6282-84-4
N-tert-butyl butanamide

C: 1-butyryl-2,5-piperazinedione

Conditions

Conditions	Yield
With tert-butylamine In acetonitrile at 0℃; for 60h; Irradiation;	A 4.5% B 36.2% C 38.5%

...Expand

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

: 110-83-8
cyclohexene

A: 106-57-0
Glycine anhydride

: 7429-37-0
trans-1,2-dibromocyclohexane

C: 1521-51-3
rac-3-bromocyclohexene

: 1-((1R,2R)-2-Bromo-cyclohexyl)-piperazine-2,5-dione

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 3h; Irradiation; Further byproducts given;	A 36% B 17 % Chromat. C 24 % Chromat. D 13%

...Expand

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

: 110-83-8
cyclohexene

A: 106-57-0
Glycine anhydride

: 7429-37-0
trans-1,2-dibromocyclohexane

C: 1521-51-3
rac-3-bromocyclohexene

: 1-((1R,2R)-2-Bromo-cyclohexyl)-piperazine-2,5-dione

E: 1-((1S,2S)-2-Bromo-cyclohexyl)-4-((1R,2R)-2-bromo-cyclohexyl)-piperazine-2,5-dione

: 1-((1S,2R)-2-Bromo-cyclohexyl)-4-((1R,2R)-2-bromo-cyclohexyl)-piperazine-2,5-dione

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 3h; Product distribution; Mechanism; Irradiation; var. solvents;	A 36% B 17 % Chromat. C 24 % Chromat. D 13% E 15% F 10%

...Expand

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

: 110-83-8
cyclohexene

A: 106-57-0
Glycine anhydride

: 7429-37-0
trans-1,2-dibromocyclohexane

C: 1521-51-3
rac-3-bromocyclohexene

: 1-((1R,2S)-2-Bromo-cyclohexyl)-piperazine-2,5-dione

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 3h; Irradiation; Further byproducts given;	A 36% B 17 % Chromat. C 24 % Chromat. D 5%

...Expand

: 121099-26-1
Sodium; nitro-pentyloxycarbonyl-methanesulfonate

A: 106-57-0
Glycine anhydride

B: C7H13NO8S2(2-)*2Na(1+)

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol for 24h;	A n/a B 36%

: 110-87-2
3,4-dihydro-2H-pyran

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

A: 106-57-0
Glycine anhydride

B: 1-(3,4-dihydro-2H-pyran-5-yl)-2,5-piperazinedione

C: 1-(2-hydroxy-3-tetrahydropyranyl)-2,5-piperazinedione

: 1,4-bis(2-hydroxy-3-tetrahydropyranyl)-2,5-piperazinedione

Conditions

Conditions	Yield
With ethyloxirane In acetonitrile at 0℃; for 3h; Irradiation; Further byproducts given;	A 32% B 15% C 12% D 12%

...Expand

: 563-78-0
2,3-Dimethyl-1-butene

: 37636-53-6
N,N'-dibromo-2,5-piperazinedione (NBP)

A: 106-57-0
Glycine anhydride

B: 1-(2-bromo-2,3-dimethylbutyl)-2,5-piperazinedione

C: 1,4-bis(2-bromo-2,3-dimethylbutyl)-2,5-piperazinedione

Conditions

Conditions	Yield
In acetonitrile for 5h; Ambient temperature; Irradiation;	A 8% B 3% C 28%

...Expand

: 1,4-diisobutanoylpiperazine-2,5-dione

A: 106-57-0
Glycine anhydride

B: 7472-49-3
N-tert-butylisobutyramide

C: 1-isobutyryl-2,5-piperazinedione

Conditions

Conditions	Yield
With tert-butylamine In acetonitrile at 0℃; for 60h; Irradiation;	A 9.1% B 21.2% C 25.8%

...Expand

: 106-57-0
Glycine anhydride

: 170996-99-3
[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]-acetyl chloride

: N,N'-di{[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]-acetyl}glycine anhydride

Conditions

Conditions	Yield
In toluene for 72h; Heating;	100%

: 106-57-0
Glycine anhydride

: 108-24-7
acetic anhydride

: 3027-05-2
N,N'-diacetylpiperazin-2,5-dione

Conditions

Conditions	Yield
for 7h; Reflux;	99%
Inert atmosphere;	98%
at 150℃;	97%

: 106-57-0
Glycine anhydride

: 74-86-2
acetylene

: 121667-94-5
1,4-divinylpiperazine-2,5-dione

Conditions

Conditions	Yield
With dmap; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); tributylphosphine In toluene at 150℃; for 14h; Autoclave; Glovebox;	99%
With 1-methyl-pyrrolidin-2-one; pyrrolidone potassique at 120℃; under 19123.2 Torr;

: 106-57-0
Glycine anhydride

: 68077-26-9
7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

: 7-(2,5-dioxo-piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 130 - 140℃; for 10h;	98%

: 106-57-0
Glycine anhydride

: 50-00-0
formaldehyd

: 7383-56-4
1,4-di(hydroxymethyl)-2,5-diketopiperazine

Conditions

Conditions	Yield
In water at 85℃; for 1h; pH=Ca. 8;	97%

: 106-57-0
Glycine anhydride

: 2051-49-2
n-hexanoic anhydride

: 101447-11-4
1,4-dihexanoylpiperazine-2,5-dione

Conditions

Conditions	Yield
at 220℃; for 2h;	94%
With pyridine

: 106-57-0
Glycine anhydride

: 100-39-0
benzyl bromide

: 42492-87-5
N,N'-dibenzylpiperazine-2,5-dione

Conditions

Conditions	Yield
Stage #1: Glycine anhydride With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil for 5h;	92%
With sodium hydride In N,N-dimethyl-formamide at 25℃;
With sodium hydride 1.) DMSO, mineral oil, 20 min, 2.) 2 h; Yield given. Multistep reaction;

: 106-57-0
Glycine anhydride

: 108-24-7
acetic anhydride

: 1,4-diacetylpiperazine

Conditions

Conditions	Yield
for 6h; Heating;	91%

: 106-57-0
Glycine anhydride

: 52092-38-3
2,5-piperazinedithione

Conditions

Conditions	Yield
With pyridin-1-ium-1-yl[pyridin-1-ium-1-yl(sulfido)phosphinothioyl]sulfanyl-sulfido-thioxo-phosphane In acetonitrile for 2h; Reflux;	90%
With pyridin-1-ium-1-yl[pyridin-1-ium-1-yl(sulfido)phosphinothioyl]sulfanyl-sulfido-thioxo-phosphane In acetonitrile for 2h; Reflux;	90%
With P2S5-pyridine In acetonitrile for 2h; Reflux;	90%
With diphosphorus pentasulfide; xylene

: 106-57-0
Glycine anhydride

: 824-94-2
p-methoxybenzyl chloride

: 92097-99-9
1,4-bis(4-methoxybenzyl)piperazine-2,5-dione

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at -5℃; for 5h;	90%
Stage #1: Glycine anhydride With sodium hydride In N,N-dimethyl-formamide for 0.166667h; Cooling with ice; Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide at 20℃; for 1.5h;	82%

: 106-57-0
Glycine anhydride

: 25561-30-2
N,O-Bis(trimethylsilyl)trifluoroacetamide

: 3553-95-5
1,4-bis(trimethylsilyl)-2,5-piperazinedione

Conditions

Conditions	Yield
In acetonitrile Reflux; Inert atmosphere;	90%

: 106-57-0
Glycine anhydride

: 2082-59-9
pentanoic anhydride

: 1477479-36-9
1,4-divalerylpiperazine-2,5-dione

Conditions

Conditions	Yield
at 220℃; for 2h;	89%

: 106-57-0
Glycine anhydride

: 88-67-5
2-Iodobenzoic acid

: 61193-62-2
2,2'-(2,5-dioxo-1,4-piperazinediyl)bis-benzoic acid

Conditions

Conditions	Yield
With copper; potassium carbonate In N,N-dimethyl-formamide for 2h; Heating;	88%

: 106-57-0
Glycine anhydride

: 123-62-6
propionic acid anhydride

: 34850-62-9
1,4-dipropanoylpiperazine-2,5-dione

Conditions

Conditions	Yield
at 150℃;	87%

: 106-57-0
Glycine anhydride

: 487-89-8
Indole-3-carboxaldehyde

: 3,6-di(3-indolylidene)piperazine-2,5-dione

Conditions

Conditions	Yield
With sodium acetate; acetic anhydride for 5h; Heating;	85%

: 106-57-0
Glycine anhydride

: 97-72-3
2-Methylpropionic anhydride

: 1,4-diisobutanoylpiperazine-2,5-dione

Conditions

Conditions	Yield
at 220℃; for 2h;	85%
at 150℃;	74%

: 106-57-0
Glycine anhydride

: 110-85-0
piperazine

Conditions

Conditions	Yield
With methanesulfonic acid; ruthenium(1,1,1-tris(di(3,5-dimethylphenyl)phosphinomethyl)ethane)(η4-trimethylenemethane); hydrogen In tetrahydrofuran at 180℃; under 75007.5 Torr; for 16h; Autoclave; Schlenk technique;	84%
With i-Amyl alcohol; sodium
With sulfuric acid
With hydrogenchloride at 20℃;

: 106-57-0
Glycine anhydride

: 24424-99-5
di-tert-butyl dicarbonate

: 151692-07-8
di-tert butyl-2,5-dioxopiperzine-1,4-dicarboxylate

Conditions

Conditions	Yield
With dmap In N,N-dimethyl-formamide at 20℃; for 1h;	82%
With dmap	71%
With dmap; triethylamine In pyridine at 60℃; for 12h;	22%

: 106-57-0
Glycine anhydride

: 1204388-39-5
1,4-diaza-3-bromo-cyclohexane-2,5-dione

Conditions

Conditions	Yield
With bromine In tetrachloromethane for 0.5h; UV-irradiation;	82%

: 106-57-0
Glycine anhydride

: 24163-93-7, 24163-94-8, 56881-57-3, 6874-67-5, 28290-41-7
farnesyl bromide

: 457653-45-1
1,4-bis(3',7',11'-trimethyl-2'(E),6'(E),10'-dodecatrienyl)-2,5-piperazinedione

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 4h;	80%

: 106-57-0
Glycine anhydride

: 1204388-40-8
1,4-diaza-3,3-dibromo-cyclohexane-2,5-dione

Conditions

Conditions	Yield
With bromine In tetrachloromethane UV-irradiation;	80%

: 106-57-0
Glycine anhydride

: 106-95-6
allyl bromide

: 693827-86-0
1,4-diallylpiperazine-2,5-dione

Conditions

Conditions	Yield
Stage #1: Glycine anhydride With sodium hydride In N,N-dimethyl-formamide for 0.25h; Inert atmosphere; Stage #2: allyl bromide With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 20℃; for 3.5h; Inert atmosphere;	77%
Stage #1: Glycine anhydride With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil for 5h;	43%

: 106-57-0
Glycine anhydride

: 17950-40-2
triethyloxonium hexaflourophosphate

: 38629-19-5
3,6-Diethoxy-2,5-dihydropyridazin

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 64h;	76%

: 106-57-0
Glycine anhydride

: 89-98-5
2-chloro-benzaldehyde

: 865543-24-4
3-[(Z)-1-(2-chlorophenyl)methylidene]piperazine-2,5-dione

Conditions

Conditions	Yield
With potassium acetate; acetic anhydride; acetic acid for 3h; Heating;	75%

2,5-Piperazinedione Specification

The 2,5-Piperazinedione, with the CAS registry number 106-57-0, is also known as Diglycolyl diamide. Its EINECS number is 203-411-5. This chemical's molecular formula is C₄H₆N₂O₂ and molecular weight is 114.1. What's more, its systematic name is piperazine-2,5-dione. Its classification code is Drug/Therapeutic Agent. It should be sealed and stored in a cool, ventilated and dry place. What's more, it should be protected from strong oxides, heat and fire. The workplace should be equipped with fire-fighting equipments. It is used as biochemical reagents. When using it, you should avoid contacting with skin and eyes.

Physical properties of 2,5-Piperazinedione are: (1)ACD/LogP: -2.56; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.56; (4)ACD/BCF (pH 5.5): 1; (5)ACD/KOC (pH 5.5): 1; (6)#H bond acceptors: 4; (7)#H bond donors: 2; (8)#Freely Rotating Bonds: 0; (9)Polar Surface Area: 40.62 Å²; (10)Index of Refraction: 1.467; (11)Molar Refractivity: 25.4 cm³; (12)Molar Volume: 91.5 cm³; (13)Surface Tension: 38.1 dyne/cm; (14)Density: 1.246 g/cm³; (15)Flash Point: 301.9 °C; (16)Enthalpy of Vaporization: 85.96 kJ/mol; (17)Boiling Point: 573.7 °C at 760 mmHg; (18)Vapour Pressure: 3.64E-13 mmHg at 25°C.

Preparation: this chemical can be prepared by glycine by heating. This reaction will need reagent SiO₂ and solvent toluene with the reaction time of 20 hours. The yield is about 44.3%.

Uses of 2,5-Piperazinedione: it can be used to produce 1,4-diacetylpiperazine by heating. The reaction time is 6 hours. The yield is about 91%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1C(=O)NCC(=O)N1
(2)InChI: InChI=1S/C4H6N2O2/c7-3-1-5-4(8)2-6-3/h1-2H2,(H,5,8)(H,6,7)
(3)InChIKey: BXRNXXXXHLBUKK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD	intraperitoneal	> 500mg/kg (500mg/kg)		"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 227, 1954.

Product Name

2,5-Piperazinedione

Synthetic route

2,5-Piperazinedione Specification

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