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3-Amino-2,6-piperidinedione hydrochloride

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Name

3-Amino-2,6-piperidinedione hydrochloride

EINECS 807-866-6
CAS No. 24666-56-6 Density N/A
PSA 72.19000 LogP 0.58140
Solubility N/A Melting Point 120 °C (approx)
Formula C5H9ClN2O2 Boiling Point 334.5 °C at 760 mmHg
Molecular Weight 164.592 Flash Point 156.1 °C
Transport Information N/A Appearance N/A
Safety 3/9-36/37 Risk Codes 20/21/22
Molecular Structure Molecular Structure of 24666-56-6 (2,6-Dioxopiperidine-3-ammonium chloride) Hazard Symbols N/A
Synonyms

2,6-Piperidinedione,3-amino-, monohydrochloride (9CI);Glutarimide, 2-amino-, hydrochloride(6CI,7CI);Glutarimide, 2-amino-, monohydrochloride (8CI);3-Amino-2,6-dioxopiperidine hydrochloride;3-Aminopiperidine-2,6-dione monohydrochloride;DL-Glutamic acidimide hydrochloride;Glutamimide hydrochloride;

Article Data 9

3-Amino-2,6-piperidinedione hydrochloride Synthetic route

24666-55-5

3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; 5% palladium over charcoal In methanol; water under 3102.97 Torr; for 4h;100%
With hydrogenchloride In dimethyl sulfoxide92%
Stage #1: 3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine With palladium 10% on activated carbon; hydrogen In methanol; water at 25 - 30℃; under 2250.23 - 2625.26 Torr;
Stage #2: With hydrogenchloride In methanol; water at 25 - 30℃;
90%
With hydrogenchloride; palladium 10% on activated carbon; hydrogen In methanol at 25℃; for 5h;90.5%
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethyl acetate under 2585.74 - 3102.89 Torr;
31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 2h;99%

N-(2,6-dioxopiperidin-3-yl)-2-phenylacetamide

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In methanol under 760.051 Torr; for 23h;96%
617-65-2

Glutamic acid

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
Stage #1: Glutamic acid With ammonium hydroxide In water at 15℃; for 0.5h;
Stage #2: In water at 60℃; for 2h;
Stage #3: With hydrogenchloride In ethanol at 30℃; Temperature;
82.6%
<(S)-2,6-dioxo-<3>piperidyl>-carbamic acid benzyl ester

<(S)-2,6-dioxo-<3>piperidyl>-carbamic acid benzyl ester

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; palladium Hydration;
2650-64-8

Cbz-L-Gln

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CDI / tetrahydrofuran / Heating
2: H2, aq. HCl / 10 percent Pd/C / ethyl acetate / 2585.74 - 3102.89 Torr
View Scheme
Multi-step reaction with 2 steps
1: dmap; 1,1'-carbonyldiimidazole / 1,4-dioxane / 15 h / 100 °C
2: palladium 10% on activated carbon; hydrogen; hydrogenchloride / methanol / 5 h / 25 °C
View Scheme
6398-06-7

N-benzyloxycarbonyl-L-isoglutamine

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dmap; 1,1'-carbonyldiimidazole / tetrahydrofuran / 20 h / Reflux
2: hydrogenchloride; hydrogen / palladium 10% on activated carbon / methanol / 23 h / 760.05 Torr
View Scheme
56-86-0

L-glutamic acid

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: water / 2 h / 0 °C
2: urea / dimethyl sulfoxide / 2 h / 150 °C
3: hydrogenchloride / dimethyl sulfoxide
View Scheme
1155-62-0

N-benzyloxycarbonyl-L-glutamic acid

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: urea / dimethyl sulfoxide / 2 h / 150 °C
2: hydrogenchloride / dimethyl sulfoxide
View Scheme
50516-14-8

Nα-benzyloxycarbonyl-glutamine

24666-56-6

rac-α-aminoglutarimide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dmap; 1,1'-carbonyldiimidazole / 1,4-dioxane / 17.17 h / 20 °C / Heating / reflux
2: hydrogenchloride; hydrogen / 5% palladium over charcoal / methanol; water / 4 h / 3102.97 Torr
View Scheme

3-Amino-2,6-piperidinedione hydrochloride Specification

The 3-Amino-2,6-piperidinedione hydrochloride with the cas number 24666-56-6 is also called 2,6-Piperidinedione,3-amino-, hydrochloride (1:1). Its molecular formula is C5H9ClN2O2. This chemical should be stored in dry and cool environment.

The properties of the chemical are: (1)ACD/LogP: -1.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.31; (4)ACD/LogD (pH 7.4): -1.14; (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): 5.22; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 40.62 Å2; (13)Enthalpy of Vaporization: 57.74 kJ/mol; (14)Vapour Pressure: 0.000128 mmHg at 25°C.

Uses: This chemical can react with 2-bromo-benzoyl chloride to prepare 2-bromo-N-(2,6-dioxo-piperidin-3-yl)-benzamide. This reaction needs reagent aq. Na2CO3 and solvent dioxane at temperature of 0 - 20 °C. The yield is 53%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1NC(=O)C(N)CC1.Cl
(2)InChI: InChI=1/C5H8N2O2.ClH/c6-3-1-2-4(8)7-5(3)9;/h3H,1-2,6H2,(H,7,8,9);1H
(3)InChIKey: YCPULGHBTPQLRH-UHFFFAOYAG

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