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2-Amino-1,3-propanediol is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 534-03-2 Structure
  • Basic information

    1. Product Name: 2-Amino-1,3-propanediol
    2. Synonyms: SERINOL;1,3-Propanediol, 2-amino-;DL-SERINOL;2-AMINOPROPANE-1,3-DIOL;2-AMINO-1,3-PROPANDIOL;2-AMINO-1,3-PROPANEDIOL;2-Aminopropan-1,3-propanediol;2-Amino-1,3-dihydroxypropane
    3. CAS NO:534-03-2
    4. Molecular Formula: C3H9NO2
    5. Molecular Weight: 91.11
    6. EINECS: 208-584-0
    7. Product Categories: Pharmaceutical Intermediates;Alcohols and Derivatives;API intermediates;Intermediate
    8. Mol File: 534-03-2.mol
  • Chemical Properties

    1. Melting Point: 52-55 °C(lit.)
    2. Boiling Point: 277 °C(lit.)
    3. Flash Point: >230 °F
    4. Appearance: White to off-white/Adhering Crystalline Powder
    5. Density: 1.1278 (rough estimate)
    6. Vapor Pressure: 0.00116mmHg at 25°C
    7. Refractive Index: 1.4698 (estimate)
    8. Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
    9. Solubility: DMSO (Soluble, Sonicated), Methanol (Slightly, Sonicated), Water (Slightly)
    10. PKA: 12.24±0.10(Predicted)
    11. Water Solubility: Soluble in water and alcohol.
    12. Sensitive: Hygroscopic
    13. Stability: Hygroscopic
    14. BRN: 635683
    15. CAS DataBase Reference: 2-Amino-1,3-propanediol(CAS DataBase Reference)
    16. NIST Chemistry Reference: 2-Amino-1,3-propanediol(534-03-2)
    17. EPA Substance Registry System: 2-Amino-1,3-propanediol(534-03-2)
  • Safety Data

    1. Hazard Codes: C,Xi
    2. Statements: 34
    3. Safety Statements: 26-27-28-36/37/39-45
    4. RIDADR: UN 3263 8/PG 2
    5. WGK Germany: 1
    6. RTECS:
    7. F: 3-10-34
    8. TSCA: Yes
    9. HazardClass: 8
    10. PackingGroup: III
    11. Hazardous Substances Data: 534-03-2(Hazardous Substances Data)

534-03-2 Usage

Chemical Properties

2-amino-1, 3-propanediol, which carries the trivial name of serinol, is an organic compound from the group of alkanolamines.The name serinol was chosen because of the structural similarity to the amino acidserine. In extension, derivatives thereof with substituents on the carbons of serinol are also called serinols.Under standard conditions, it is a solid, which is very soluble in water. 2-amino-1, 3-propanediol is a very stable, hygroscopic and corrosive substance.

Application

In biological field, the amino alcohol structure is widely found in many drugs especially antihistamines. Serinol is used as an intermediate for non-ionic X-ray contrast agents like iopamidol (1-N,3-N-bi's (1,3-dihydroxypropan-2-yl) -5-[(2S) -2-hydroxypropanamido] -2,4,6-triiodobenzene-1,3-di-carboxamide, which is for example distributed as iopamiro?, isovue? (both Bracco Diagnostics Inc.) or scanlux? (Sanochemia). Iopamidol is employed as a contrast agent for angiography throughout the cardiovascular system. Except the application in biochemical field, Serinol is used for the production of efficient anionic emulsifiers and nonionic polyethylene emulsions. It appears in personal care product formulations and show better base strength, lower neutral equivalent, and lower volatility than traditional amine emulsifiers.Furthermore, serinol constitutes a precursor for drugs dealing with pain treatment. The difunctionality of serinol makes it useful as raw materials in polymer applications in both water- and solvent-based to increase the solubility of other components and improve solution stability. It functions as a pigment dispersion-aid dispersant to enhance the wetting and viscosity stability. Serinol maintains a constant alkalinity in the boiling water flows and condensate not to form solid products which would impede line flow. It is applied for corrosion Inhibits. So it is widely employed in the preparation of water soluble cationic flocculants and ion exchange resins which adsorb solid and colloidal particles by electrostatic attraction. It is also used for water treatment, metal treatment and absorption of CO2 gas.

Uses

Different sources of media describe the Uses of 534-03-2 differently. You can refer to the following data:
1. 2-Amino-1,3-propanediol is used as an intermediate in several chemical applications and also useful for serinol and some of its derivatives.
2. Serinol may be used to prepare the artificial nucleic acids. It may be used in the synthesis of N-acylated serinol and C16-serinol affinity gel.

General Description

Serinol activates toxin production in the attenuated cultures of Helminthosporium sacchari. Preparation of polyesters derived from serinol is reported.

Check Digit Verification of cas no

The CAS Registry Mumber 534-03-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 4 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 534-03:
(5*5)+(4*3)+(3*4)+(2*0)+(1*3)=52
52 % 10 = 2
So 534-03-2 is a valid CAS Registry Number.
InChI:InChI=1/C3H9NO2/c4-3(1-5)2-6/h3,5-6H,1-2,4H2

534-03-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L08426)  2-Amino-1,3-propanediol, 98%   

  • 534-03-2

  • 1g

  • 193.0CNY

  • Detail
  • Alfa Aesar

  • (L08426)  2-Amino-1,3-propanediol, 98%   

  • 534-03-2

  • 5g

  • 539.0CNY

  • Detail
  • Alfa Aesar

  • (L08426)  2-Amino-1,3-propanediol, 98%   

  • 534-03-2

  • 25g

  • 1683.0CNY

  • Detail
  • Aldrich

  • (357898)  Serinol  98%

  • 534-03-2

  • 357898-1G

  • 506.61CNY

  • Detail
  • Aldrich

  • (357898)  Serinol  98%

  • 534-03-2

  • 357898-5G

  • 1,285.83CNY

  • Detail

534-03-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Amino-1,3-propanediol

1.2 Other means of identification

Product number -
Other names 2-Amino-1,3-Propanediol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:534-03-2 SDS

534-03-2Synthetic route

2-nitropropane-1,3-diol
1794-90-7

2-nitropropane-1,3-diol

serinol
534-03-2

serinol

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In methanol at 75℃; under 22502.3 Torr; for 5h; Pressure; Temperature; Solvent;97.2%
With hydrogen at 15 - 30℃; Autoclave;70%
With diethyl ether; aluminium amalgam; water
With hydrogen; oxalic acid; palladium
With hydrogen; platinum(IV) oxide; Co(dmgH)2 In ethanol at 25℃; increase in hydrogenation rate in presence of Co catalyst, another catalyst: H-Co(DG)2Py;
dihydroxyacetone
96-26-4

dihydroxyacetone

A

serinol
534-03-2

serinol

B

2,2′-iminobis-1,3-propanediol
78531-52-9

2,2′-iminobis-1,3-propanediol

Conditions
ConditionsYield
With ammonium hydroxide; hydrogen In methanol; water at 65℃; under 12929 Torr; for 6h; Reagent/catalyst; Autoclave;A 71%
B n/a
With ammonia; hydrogen In methanol; water at 65℃; under 12929 Torr; for 5h;A n/a
B 61%
dimethyl 2-aminomalonate
53704-09-9

dimethyl 2-aminomalonate

serinol
534-03-2

serinol

Conditions
ConditionsYield
With hydrogen at 180℃; under 71257.1 Torr; Reagent/catalyst; Pressure; Temperature; Flow reactor; Green chemistry;96%
dihydroxyacetone
96-26-4

dihydroxyacetone

serinol
534-03-2

serinol

Conditions
ConditionsYield
With (S)-1-phenyl-ethylamine; Halomonas elongata ω-transaminase In aq. phosphate buffer at 37℃; pH=8; Enzymatic reaction;
With L-alanin; pyridoxal 5'-phosphate In aq. buffer at 30℃; for 24h; pH=8; Enzymatic reaction;
1,3-benzylideneglycerol-2-amine
91843-21-9

1,3-benzylideneglycerol-2-amine

serinol
534-03-2

serinol

Conditions
ConditionsYield
With methanol at 20℃; for 12h;53%
(S)-serine methyl ester
2788-84-3

(S)-serine methyl ester

A

L-serin
56-45-1

L-serin

B

serinol
534-03-2

serinol

Conditions
ConditionsYield
With hydrogen; Nishimura catalyst <(45.9% Rh/19.9% Pt) oxide> In methanol at 25℃; under 75007.5 Torr;A 10 mg
B 90 % Spectr.
diethyl oximinomalonate
6829-41-0

diethyl oximinomalonate

serinol
534-03-2

serinol

Conditions
ConditionsYield
With ethanol; nickel at 100℃; under 250073 Torr; Hydrogenation;
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

A

serinol
534-03-2

serinol

B

2,2′-iminobis-1,3-propanediol
78531-52-9

2,2′-iminobis-1,3-propanediol

Conditions
ConditionsYield
With sodium cyanoborohydride; ammonium chloride; acetic acid In methanol at 20℃;A n/a
B 87%
L-serin
56-45-1

L-serin

serinol
534-03-2

serinol

Conditions
ConditionsYield
With sulfuric acid; hydrogen In water at 79.84℃; under 60006 Torr;92.8%
With sulfuric acid; hydrogen In water at 79.84℃; under 60006 Torr; for 4h; Catalytic behavior; Autoclave;
methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride
5680-80-8

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

serinol
534-03-2

serinol

Conditions
ConditionsYield
With potassium borohydride In methanol; water at 20℃; for 12h;11.3%
4-Hydroxymethyl-2-trichlormethyl-4,5-dihydrooxazol
84820-75-7

4-Hydroxymethyl-2-trichlormethyl-4,5-dihydrooxazol

serinol
534-03-2

serinol

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 50℃; for 1.5h;
2-amino-1,3-propanediol oxalate
24070-20-0

2-amino-1,3-propanediol oxalate

serinol
534-03-2

serinol

Conditions
ConditionsYield
With ammonia In water Conversion of starting material;
glycerol
56-81-5

glycerol

serinol
534-03-2

serinol

Conditions
ConditionsYield
With L-alanin; pyridoxal 5'-phosphate In aq. buffer at 30℃; for 23h; pH=8; Time; Microbiological reaction; Enzymatic reaction;
2-amino-1,3-propanediol oxalate

2-amino-1,3-propanediol oxalate

serinol
534-03-2

serinol

Conditions
ConditionsYield
With sodium hydroxide In water
ethanol
64-17-5

ethanol

diethyl oximinomalonate
6829-41-0

diethyl oximinomalonate

Raney nickel

Raney nickel

serinol
534-03-2

serinol

Conditions
ConditionsYield
at 100℃; under 250073 Torr; Hydrogenation;
Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
1,3-dihydroxyacetone oxime
37110-18-2

1,3-dihydroxyacetone oxime

A

serinol
534-03-2

serinol

B

isopropylamin; ammonia

isopropylamin; ammonia

Conditions
ConditionsYield
With aluminum(III) sulfate; sodium amalgam
N,N'-bis(2,3-dihydroxypropyl)-5-(2-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}-2-oxoethoxy)-1,3-benzenedicarboxamide

N,N'-bis(2,3-dihydroxypropyl)-5-(2-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}-2-oxoethoxy)-1,3-benzenedicarboxamide

A

serinol
534-03-2

serinol

B

[3,5-Bis-(2,3-dihydroxy-propylcarbamoyl)-phenoxy]-acetic acid

[3,5-Bis-(2,3-dihydroxy-propylcarbamoyl)-phenoxy]-acetic acid

Conditions
ConditionsYield
With water at 95℃; Rate constant; var. pH;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

serinol
534-03-2

serinol

N-Boc-serinol
125414-41-7

N-Boc-serinol

Conditions
ConditionsYield
aminosulfonic acid at 25 - 28℃; for 0.0833333h;100%
In ethanol at 20℃; for 16h; Solvent;100%
In dichloromethane at 22 - 25℃; for 4h;97%
8-Cyclohexyl-4-(4-fluoro-2-methylphenyl)-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one
444607-84-5

8-Cyclohexyl-4-(4-fluoro-2-methylphenyl)-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one

serinol
534-03-2

serinol

8-cyclohexyl-4-(4-fluoro-2-methylphenyl)-2-[N-dihydroxymethylmethylamino]-8H-pyrido[2,3-d]pyrimidin-7-one
444607-88-9

8-cyclohexyl-4-(4-fluoro-2-methylphenyl)-2-[N-dihydroxymethylmethylamino]-8H-pyrido[2,3-d]pyrimidin-7-one

Conditions
ConditionsYield
In tetrahydrofuran at 90℃; for 16h;100%
serinol
534-03-2

serinol

N,N'-bis-Z-1-guanylpyrazole

N,N'-bis-Z-1-guanylpyrazole

N,N'-bis(benzyloxycarbonyl)-N''-(2-hydroxy-1-hydroxymethyl-ethyl)-guanidine
927874-59-7

N,N'-bis(benzyloxycarbonyl)-N''-(2-hydroxy-1-hydroxymethyl-ethyl)-guanidine

Conditions
ConditionsYield
In tetrahydrofuran for 1h;100%
N,N-bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine
152120-55-3

N,N-bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine

serinol
534-03-2

serinol

N,N'-bis(benzyloxycarbonyl)-N
927874-59-7

N,N'-bis(benzyloxycarbonyl)-N"-(2-hydroxy-1-hydroxymethyl-ethyl)-guanidine

Conditions
ConditionsYield
In tetrahydrofuran for 1h;100%
In tetrahydrofuran at 25℃; for 7h;95%
In tetrahydrofuran at 25℃; for 16h;58%
C13H15NO5

C13H15NO5

serinol
534-03-2

serinol

C16H22N2O6

C16H22N2O6

Conditions
ConditionsYield
Stage #1: C13H15NO5 With 2,3,4,5,6-pentafluorophenol; diisopropyl-carbodiimide In N,N-dimethyl-formamide for 0.5h;
Stage #2: serinol In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;
100%
serinol
534-03-2

serinol

tolfenamic Acid
13710-19-5

tolfenamic Acid

C14H12ClNO2*C3H9NO2

C14H12ClNO2*C3H9NO2

Conditions
ConditionsYield
In methanol at 20℃;100%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

serinol
534-03-2

serinol

N,N'-bis-(2-hydroxy-1-hydroxymethylethyl)-5-nitroisophthalamide
60166-97-4

N,N'-bis-(2-hydroxy-1-hydroxymethylethyl)-5-nitroisophthalamide

Conditions
ConditionsYield
In methanol at 20℃; for 48h; Reflux;99%
2,5-diformylfurane
823-82-5

2,5-diformylfurane

serinol
534-03-2

serinol

2,2'-(((1E,1'E)-furan-2,5-diylbis(methanylylidene))bis(azanylylidene))bis(propane-1,3-diol)

2,2'-(((1E,1'E)-furan-2,5-diylbis(methanylylidene))bis(azanylylidene))bis(propane-1,3-diol)

Conditions
ConditionsYield
In ethanol for 16h; Reflux;99%
1-(2,4-dinitrophenyl)-3-methylpyridinium chloride
6526-37-0

1-(2,4-dinitrophenyl)-3-methylpyridinium chloride

serinol
534-03-2

serinol

1-(2-hydroxy-1-hydroxymethyl-ethyl)-3-methyl-pyridinium; chloride

1-(2-hydroxy-1-hydroxymethyl-ethyl)-3-methyl-pyridinium; chloride

Conditions
ConditionsYield
In butan-1-ol for 0.166667h; Zincke's reaction; microwave irradiation;98%
carbon disulfide
75-15-0

carbon disulfide

serinol
534-03-2

serinol

4-hydroxymethyl-1,3-oxazolidine-2-thione
719272-16-9

4-hydroxymethyl-1,3-oxazolidine-2-thione

Conditions
ConditionsYield
With triethylamine In methanol at 0 - 20℃;98%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

serinol
534-03-2

serinol

4-Hydroxymethyl oxazolidin-2-one
15546-08-4

4-Hydroxymethyl oxazolidin-2-one

Conditions
ConditionsYield
With sodium carbonate In water at 20℃; for 4h;98%
With sodium carbonate In water at 20℃; for 16h;58%
With sodium carbonate In water at 20℃; for 12h;39%
2,4-cis-1-(tert-butoxycarbonyl)-4-undecylpiperidine-2-carboxylic acid

2,4-cis-1-(tert-butoxycarbonyl)-4-undecylpiperidine-2-carboxylic acid

serinol
534-03-2

serinol

C25H48N2O5

C25H48N2O5

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;98%
2,4-cis-1-(tert-butoxycarbonyl)-4-undecylpiperidine-2-carboxylic acid

2,4-cis-1-(tert-butoxycarbonyl)-4-undecylpiperidine-2-carboxylic acid

serinol
534-03-2

serinol

C25H48N2O5

C25H48N2O5

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;98%
4-chloro-6-(6-(trifluoromethyl)pyridin-2-yl)-N-(2-(trifluoro-methyl)-pyridin-4-yl)-1,3,5-triazin-2-amine
1446507-68-1

4-chloro-6-(6-(trifluoromethyl)pyridin-2-yl)-N-(2-(trifluoro-methyl)-pyridin-4-yl)-1,3,5-triazin-2-amine

serinol
534-03-2

serinol

2-((4-(6-(trifluoromethyl)pyridin-2-yl)-6-((2-(trifluoromethyl)pyridin-4-yl)amino)-1,3,5-triazin-2-yl)amino)-1,3-propanediol

2-((4-(6-(trifluoromethyl)pyridin-2-yl)-6-((2-(trifluoromethyl)pyridin-4-yl)amino)-1,3,5-triazin-2-yl)amino)-1,3-propanediol

Conditions
ConditionsYield
In tetrahydrofuran at 70℃; for 12h;97.4%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

serinol
534-03-2

serinol

1,3-di-tert-butyldimethylsilyloxy-2-propylamine
188538-25-2

1,3-di-tert-butyldimethylsilyloxy-2-propylamine

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;96%
With triethylamine; dmap In dichloromethane for 12h;82%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.5h;17%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane17%
piperonal
120-57-0

piperonal

serinol
534-03-2

serinol

N-piperonyl 1,3-dihydroxy-2-propylamine

N-piperonyl 1,3-dihydroxy-2-propylamine

Conditions
ConditionsYield
Stage #1: piperonal; serinol In methanol at 20℃; for 3h; Autoclave;
Stage #2: With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 3750.38 Torr; Autoclave;
96%
5-(4-fluoro-3-nitrophenyl)dipyrrane

5-(4-fluoro-3-nitrophenyl)dipyrrane

serinol
534-03-2

serinol

5-(4-(N-1-hydroxymethyl-2-hydroxyethylamino)-3-nitrophenyl)dipyrromethane

5-(4-(N-1-hydroxymethyl-2-hydroxyethylamino)-3-nitrophenyl)dipyrromethane

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 72h;96%
benzyl bromide
100-39-0

benzyl bromide

serinol
534-03-2

serinol

2-(N,N-di-benzylamino)-1,3-propanediol
246232-73-5

2-(N,N-di-benzylamino)-1,3-propanediol

Conditions
ConditionsYield
With potassium carbonate In ethanol for 3h; Reflux;95%
With potassium carbonate In ethanol for 3h; Heating;94%
With potassium carbonate In ethanol at 20℃; for 96h;88%
5-Amino-3-acetoxymethyl-2,4,6-triiodobenzoyl chloride
250781-45-4

5-Amino-3-acetoxymethyl-2,4,6-triiodobenzoyl chloride

serinol
534-03-2

serinol

5-Amino-3-acetoxymethyl-N-(1,3-dihydroxyprop-2-yl)-2,4,6-triiodobenzamide

5-Amino-3-acetoxymethyl-N-(1,3-dihydroxyprop-2-yl)-2,4,6-triiodobenzamide

Conditions
ConditionsYield
95%
95%
95%

534-03-2Relevant articles and documents

Novel method for producing 2-amino-1, 3-propylene glycol by JIT method

-

Paragraph 0048-0051, (2021/11/26)

The invention belongs to the field of fine chemical engineering, and relates to a novel method for producing 2-amino-1, 3-propylene glycol by a JIT method, the novel method is composed of a catalytic chlorination reaction and a catalytic amination reaction, glycerol is chlorinated by hydrogen chloride under the catalysis of zinc chloride to obtain 2-chloro-1, 3-propylene glycol, and the 2-chloro-1, 3-propylene glycol is subjected to a catalytic reaction by urotropin to obtain 2-chloro-1, 3-propylene glycol.

One-pot biotransformation of glycerol into serinol catalysed by biocatalytic composites made of whole cells and immobilised enzymes

Ripoll, Magdalena,Velasco-Lozano, Susana,Jackson, Erienne,Diamanti, Eleftheria,Betancor, Lorena,López-Gallego, Fernando

supporting information, p. 1140 - 1146 (2021/02/26)

Biocatalytic cascades afford the development of economically sustainable and green processes. Herein we examined the unprecedented coupling of co-immobilisedGluconobacter oxydansand an isolated transaminase to synthesise serinol from glycerol. Through this approach, we manufactured up to 36 mM serinol, the highest titer ever reported for a non-fermentative biosynthesis. More importantly, similar productivities are obtained starting from the industrial by-product crude glycerol, demonstrating the possibilities of this hybrid heterogenenous biocatalyst for valorising bio-based raw materials.

2-amino-1, 3-propanediol synthesis process

-

Paragraph 0007; 0017; 0018, (2019/04/06)

The invention discloses a 2-amino-1, 3-propanediol synthesis process. In a homogeneous system, nitromethane reacts with formalin in a methanol/water system by the aid of catalytic activity of organicalkali triethylamine catalysts to generate an intermediate product mainly comprising 2-nitro-1, 3-propanediol, the intermediate product is not separated in the homogeneous system, Raney nickel catalysts are directly added to perform catalytic hydrogenation reduction reaction and generate mixed mother solution taking 2-amino-1, 3-propanediol as a main product, and the mother solution is separated,concentrated, distilled, recrystallized, purified, separated and dried to obtain a finished product. Separation steps are simplified, the process is low in production equipment requirement, simple andconvenient in operation, less in wastewater discharge amount, low in cost and more suitable for industrial large-scale production and application, and the recycling rate of Raney nickels is effectively increased in the post-treatment process.

A non-noble metal continuous hydrogenation reduction method of preparing serinol

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Paragraph 0036; 0040-0068, (2019/04/10)

The invention belongs to the field of organic synthesis reaction, discloses a non-noble metal continuous hydrogenation reduction preparation of serinol method, characterized in that comprises the following steps: malonic acid dimethyl ester asia through nitration and reduction, preparation to obtain 2 - amino - 1, 3 - malonic acid dimethyl ester; comprising the 2 - amino - 1, 3 - malonic acid dimethyl ester, the reaction catalyst, non-homogeneous metal supported catalyst raw materials into the reactor for oxidation-reduction reaction, to obtain a mixed solution, in the prepared mixed solution in reaction adds the hydrogen, to obtain the product 2 - amino - 1, 3 - propylene glycol. The invention relates the ordinary non-homogeneous metal copper zinc-based alloy ternary to four ternary catalyst, greatly improves the reaction yield, reduce the reaction pressure, improves the safety of the reaction, the production cost is reduced, to a clean, high-efficiency, safety, environmental protection, continuous new hydrogenation process technology.

Serinol synthesis of new technology

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Page/Page column 4-7, (2018/04/01)

The invention relates to a serinol preparation method, and belongs to the technical field of serinol preparation through a reduction reaction, wherein serinol is an important intermediate of a non-ionic X-ray contrast agent iopamidol. According to the present invention, nitromethane and paraformaldehyde are adopted as raw materials, hydrogen is adopted as a reduction agent, and palladium/charcoal is adopted as a catalyst to prepare the serinol; and the method has characteristics of mature process, simple equipment and high serinol yield, and is suitable for industrial production.

Method for preparing polyamine by direct ammoniation of polyhydroxy compound

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Paragraph 0046; 0047; 0061; 0062, (2016/10/24)

A method for preparing polyamine by direct ammoniation of a polyhydroxy compound is disclosed. By using a polyhydroxy compound, ammonia gas or liquefied ammonia as a raw material and using a carrier-loaded liquid-phase reduced transition metal as a catalyst, an ammoniation reaction of the polyhydroxy compound under mild conditions is realized. The catalyst has high selectivity of polyamine. The catalyst can be recovered and recycled.

Insight into the mechanism of hydrogenation of amino acids to amino alcohols catalyzed by a heterogeneous MoOx-modified Rh catalyst

Tamura, Masazumi,Tamura, Riku,Takeda, Yasuyuki,Nakagawa, Yoshinao,Tomishige, Keiichi

, p. 3097 - 3107 (2015/02/05)

Hydrogenation of amino acids to amino alcohols is a promising utilization of natural amino acids. We found that MoOx-modified Rh/SiO2 (Rh-MoOx/SiO2) is an efficient heterogeneous catalyst for the reaction at low temperature (323 K) and the addition of a small amount of MoOx drastically increases the activity and selectivity. Here, we report the catalytic potential of Rh-MoOx/SiO2 and the results of kinetic and spectroscopic studies to elucidate the reaction mechanism of Rh-MoOx/SiO2 catalyzed hydrogenation of amino acids to amino alcohols. Rh-MoOx/SiO2 is superior to previously reported catalysts in terms of activity and substrate scope. This reaction proceeds by direct formation of an aldehyde intermediate from the carboxylic acid moiety, which is different from the reported reaction mechanism. This mechanism can be attributed to the reactive hydride species and substrate adsorption caused by MoOx modification of Rh metal, which results in high activity, selectivity, and enantioselectivity.

Characterization of a novel amine transaminase from Halomonas elongata

Cerioli, Lorenzo,Planchestainer, Matteo,Cassidy, Jennifer,Tessaro, Davide,Paradisi, Francesca

, p. 141 - 150 (2015/09/01)

Chiral amines are indispensable building blocks in the production of biologically active compounds. They are fundamental for the pharmaceutical industry, both as active molecules themselves and as chiral auxiliaries in asymmetric synthesis; however, the available synthetic strategies often present disadvantages. ω-Transaminases (ω-TAs) appear as an attractive alternative by driving the stereoselective amination of prochiral ketones. HEWT is a novel amine transaminase from the moderate halophilic bacterium, Halomonas elongata DSM 2581, which is highly (S)-selective, being able to fully convert (S)-1-phenylethylamine to acetophenone and showing no activity with the corresponding (R)-1-phenylethylamine. HEWT has a broad substrate scope, active with a range of amino donors and acceptors, and naturally accepts isopropylamine (IPA) as amino donor in asymmetric synthesis providing a 41% conversion of pyruvate in 24 h at 37°C starting with 1:1 molar ratio between the reagents. HEWT also accepts ortho-xylylenediamine as amino donor in for amine synthesis, in particular, with benzaldehyde yielding high conversions between 90 and 95%. The enzyme is also tolerant to the presence of cosolvents up to 20% making it a promising candidate for industrial applications.

Catalytic hydrogenation of amino acids to amino alcohols with complete retention of configuration

Tamura, Masazumi,Tamura, Riku,Takeda, Yasuyuki,Nakagawa, Yoshinao,Tomishige, Keiichi

, p. 6656 - 6659 (2014/06/10)

Rh-MoOx/SiO2 is an effective heterogeneous catalyst for selective hydrogenation of amino acids to amino alcohols in a water solvent. MoOx modification of Rh drastically enhanced the activity and improved the selectivity and ee. Various amino alcohols were obtained in high yields (90-94%) with complete retention of configuration. This journal is the Partner Organisations 2014.

Process for production of serinol and its bis-adduct

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Page/Page column 3-4, (2014/03/21)

An improved method for the production of 2-amino-1,3-propanediol (serinol) and its bis-adduct, 2,2′-iminobis-1,3-propanediol, from dihydroxyacetone and ammonia in the presence of a hydrogenation catalyst such as Raney nickel, followed by separation using an acidic ion-exchange resin.

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