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Diglycolic anhydride, also known as 3,6-anhydro-1,4-dioxane-2,5-dione, is a white to off-white crystalline compound with the molecular formula C6H6O5. It is an anhydride derivative of diglycolic acid and is widely used in various applications due to its unique chemical properties.

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  • 4480-83-5 Structure
  • Basic information

    1. Product Name: Diglycolic anhydride
    2. Synonyms: Acetic acid, 2,2'-oxybis-, cyclic anhydride;Acetic acid, oxydi-, cyclic anhydride;Diglycolic acid anhydride;Oxydiacetic anhydride;p-Dioxane-2,6-dione;1,4-DIOXINE-2,6-DIONE;1,4-DIOXANE-2,6-DIONE;DIGLYCOLIC ANHYDRIDE
    3. CAS NO:4480-83-5
    4. Molecular Formula: C4H4O4
    5. Molecular Weight: 116.07
    6. EINECS: 224-761-5
    7. Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Dioxanes;Dioxanes & Dioxolanes
    8. Mol File: 4480-83-5.mol
  • Chemical Properties

    1. Melting Point: 92-93 °C(lit.)
    2. Boiling Point: 240-241 °C(lit.)
    3. Flash Point: 240-241°C
    4. Appearance: White to pale cream/Crystalline Powder, Crystals or Needles
    5. Density: 1.4230
    6. Vapor Pressure: 0.0351mmHg at 25°C
    7. Refractive Index: 1.5800 (estimate)
    8. Storage Temp.: Store below +30°C.
    9. Solubility: Soluble in chloroform.
    10. Sensitive: Moisture Sensitive
    11. Stability: Hygroscopic, Moisture Sensitive
    12. BRN: 112527
    13. CAS DataBase Reference: Diglycolic anhydride(CAS DataBase Reference)
    14. NIST Chemistry Reference: Diglycolic anhydride(4480-83-5)
    15. EPA Substance Registry System: Diglycolic anhydride(4480-83-5)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36-24/25
    4. RIDADR: 2923
    5. WGK Germany: 3
    6. RTECS:
    7. F: 10-21
    8. HazardClass: 8
    9. PackingGroup: III
    10. Hazardous Substances Data: 4480-83-5(Hazardous Substances Data)

4480-83-5 Usage

Uses

Used in Biochemical Research:
Diglycolic anhydride is used as a reagent in proteomics research, which is the large-scale study of proteins, their structures, and functions. It plays a crucial role in the analysis and identification of proteins, contributing to the understanding of biological processes and the development of new therapeutic strategies.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, diglycolic anhydride is used in the preparation of N,N-diethyldiglycollamsaeure by reacting with diethylamine. Diglycolic anhydride has potential applications in the development of new drugs and therapeutic agents, further expanding the utility of diglycolic anhydride in the medical field.
Used in Chemical Synthesis:
Due to its anhydride nature, diglycolic anhydride is also used as an intermediate in the synthesis of various organic compounds. It can be employed in the production of esters, amides, and other derivatives, which find applications in different industries, including the manufacturing of plastics, coatings, and adhesives.

Check Digit Verification of cas no

The CAS Registry Mumber 4480-83-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,8 and 0 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 4480-83:
(6*4)+(5*4)+(4*8)+(3*0)+(2*8)+(1*3)=95
95 % 10 = 5
So 4480-83-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H4O4/c5-3-1-7-2-4(6)8-3/h1-2H2

4480-83-5 Well-known Company Product Price

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

  • (B24498)  Diglycolic anhydride, 97%   

  • 4480-83-5

  • 10g

  • 378.0CNY

  • Detail
  • Alfa Aesar

  • (B24498)  Diglycolic anhydride, 97%   

  • 4480-83-5

  • 50g

  • 1443.0CNY

  • Detail
  • Aldrich

  • (D103705)  Diglycolicanhydride  technical grade, 90%

  • 4480-83-5

  • D103705-5G

  • 507.78CNY

  • Detail
  • Aldrich

  • (D103705)  Diglycolicanhydride  technical grade, 90%

  • 4480-83-5

  • D103705-25G

  • 821.34CNY

  • Detail
  • Aldrich

  • (D103705)  Diglycolicanhydride  technical grade, 90%

  • 4480-83-5

  • D103705-100G

  • 4,388.67CNY

  • Detail

4480-83-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Diglycolic Anhydride

1.2 Other means of identification

Product number -
Other names 1,4-dioxane-2,6-dione

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:4480-83-5 SDS

4480-83-5Synthetic route

2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In toluene for 3h; Inert atmosphere; Reflux;93%
With phosphoric acid; acetic anhydride at 145℃; for 2h; Temperature;90%
With niobium(V) oxide hydrate In o-xylene at 160℃; for 72h; Inert atmosphere; Molecular sieve;86%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine
134179-38-7

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine

17-azido-5-oxo-6-aza-3,9,12,15-tetraoxaheptadecanoic acid
239081-53-9

17-azido-5-oxo-6-aza-3,9,12,15-tetraoxaheptadecanoic acid

Conditions
ConditionsYield
In dichloromethane100%
In dichloromethane at 25℃; for 36h;98%
In dichloromethane at 25℃; for 26h;98%
In dichloromethane
In dichloromethane
benzyl 2-amino-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside hydrochloride

benzyl 2-amino-2-deoxy-3,4,6-tri-O-benzyl-β-D-glucopyranoside hydrochloride

1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside
871116-05-1

1,3,4,6-tetra-O-benzyl-2-deoxy-2-diglycolylimido-β-D-glucopyranoside

Conditions
ConditionsYield
With pyridine; acetic anhydride; triethylamine at 20 - 80℃; for 6.5h;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

5-(4-aminophenyl)-10,15,20-triphenylporphyrin
67605-64-5

5-(4-aminophenyl)-10,15,20-triphenylporphyrin

2-{2-Oxo-2-[(4-(10,15,20-triphenylporphyrin-5-yl)phenyl)amino]ethoxy}acetic acid

2-{2-Oxo-2-[(4-(10,15,20-triphenylporphyrin-5-yl)phenyl)amino]ethoxy}acetic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 24h;100%
In N,N-dimethyl-formamide at 20℃;98%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

3-(<(4-methoxyphenyl)diphenylmethyl>amino)propanol
112510-75-5

3-(<(4-methoxyphenyl)diphenylmethyl>amino)propanol

2-[({3-[((4-methoxyphenyl)diphenylmethyl)amino]propyl}oxycarbonyl)methoxy]acetic Acid, Triethylammonium Salt
344436-62-0

2-[({3-[((4-methoxyphenyl)diphenylmethyl)amino]propyl}oxycarbonyl)methoxy]acetic Acid, Triethylammonium Salt

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

methylamine
74-89-5

methylamine

methylaminocarbonylmethoxyacetic acid
63449-71-8

methylaminocarbonylmethoxyacetic acid

Conditions
ConditionsYield
In tetrahydrofuran for 18h;100%
In tetrahydrofuran at 20℃;
In tetrahydrofuran for 18h;6.34 g
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

heptane-1,7-diamine
646-19-5

heptane-1,7-diamine

{[7-(2-carboxymethoxyacetylamino)heptylaminocarbonyl]methoxy}acetic acid
1383455-59-1

{[7-(2-carboxymethoxyacetylamino)heptylaminocarbonyl]methoxy}acetic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃;100%
In tetrahydrofuran at 0 - 20℃;96%
In tetrahydrofuran at 0 - 20℃;96%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide
1365037-86-0

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide

2-(2-(4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)piperidin-1-yl)-2-oxoethoxy)acetic acid
1443990-85-9

2-(2-(4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)piperidin-1-yl)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

5-tert-butoxycarbonylamino-1-aminopentane
51644-96-3

5-tert-butoxycarbonylamino-1-aminopentane

2,2-dimethyl-4,12-dioxo-3,14-dioxa-5,11-diazahexadecan-16-oic acid
1391035-21-4

2,2-dimethyl-4,12-dioxo-3,14-dioxa-5,11-diazahexadecan-16-oic acid

Conditions
ConditionsYield
In tetrahydrofuran at -50 - 20℃; for 21h;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

di-tert-butyl 2-(4-hydroxymethylphenyl)malonate

di-tert-butyl 2-(4-hydroxymethylphenyl)malonate

di-tert-butyl 2-(4-methylphenyl(diglycolic acid))malonate

di-tert-butyl 2-(4-methylphenyl(diglycolic acid))malonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

N-(3-(4-(4-carbamoylbenzyl)piperidin-1-yl)propyl)-N-(3-chloro-4-methylphenyl)piperidine-4-carboxamide

N-(3-(4-(4-carbamoylbenzyl)piperidin-1-yl)propyl)-N-(3-chloro-4-methylphenyl)piperidine-4-carboxamide

2-(2-(4-((3-(4-(4-carbamoylbenzyl)piperidin-1-yl)propyl)(3-chloro-4-methylphenyl)carbamoyl)piperidin-1-yl)-2-oxoethoxy)acetic acid

2-(2-(4-((3-(4-(4-carbamoylbenzyl)piperidin-1-yl)propyl)(3-chloro-4-methylphenyl)carbamoyl)piperidin-1-yl)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 18h;100%
In tetrahydrofuran at 20℃; for 18h;100%
1,3,5-tris(N-(1-ethylpropyl)aminomethyl)-2,4,6-triethylbenzene

1,3,5-tris(N-(1-ethylpropyl)aminomethyl)-2,4,6-triethylbenzene

1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

C42H69N3O12

C42H69N3O12

Conditions
ConditionsYield
In tetrahydrofuran for 48h; Reflux;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

C36H45N5O11

C36H45N5O11

C40H49N5O15

C40H49N5O15

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

4-cyano-4-[(dodecylsulfanylthiocarbonyl)-sulfanyl]pentanoic acid
870196-80-8

4-cyano-4-[(dodecylsulfanylthiocarbonyl)-sulfanyl]pentanoic acid

CDP-glycolic acid

CDP-glycolic acid

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 24h;100%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

2-[[4-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethylcarbamoyl)-benzyl]-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid tert-butyl ester

2-[[4-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethylcarbamoyl)-benzyl]-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid tert-butyl ester

2-[{4-[2-(2-{2-[2-(2-carboxymethoxy-acetylamino)-ethoxy]-ethoxy}-ethoxy)-ethylcarbamoyl]-benzyl}-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid tert-butyl ester

2-[{4-[2-(2-{2-[2-(2-carboxymethoxy-acetylamino)-ethoxy]-ethoxy}-ethoxy)-ethylcarbamoyl]-benzyl}-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid tert-butyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;99.8%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol

2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol

69-oxo-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71-tetracosaoxatriheptacontan-73-oic acid

69-oxo-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71-tetracosaoxatriheptacontan-73-oic acid

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran; dichloromethane at 35℃; for 16h;99.69%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

(5α,6α)-6-amino-4,5-epoxy-3,14-dihydroxy-17-methylmorphinan
98634-03-8

(5α,6α)-6-amino-4,5-epoxy-3,14-dihydroxy-17-methylmorphinan

2-(2-(((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-2-oxoethoxy)acetic acid
1391035-00-9

2-(2-(((4αS,7S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In dichloromethane at 20℃;99.4%
In tetrahydrofuran at 20℃; for 18h; Sealed tube;86.7%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

Oleanolic acid
508-02-1

Oleanolic acid

oleanolic acid hemidiglycolate

oleanolic acid hemidiglycolate

Conditions
ConditionsYield
With pyridine; dmap for 12h; Heating;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

4-(3-hydroxypropyl)-3,5-dioxomorpholine

4-(3-hydroxypropyl)-3,5-dioxomorpholine

Conditions
ConditionsYield
In propan-1-ol-3-amine99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

N-(13-amino-4,7,10-trioxatridecanyl)-D-biotinamide
183896-00-6

N-(13-amino-4,7,10-trioxatridecanyl)-D-biotinamide

biotin 4,7,10-trioxa-1,13-tridecanediamine-diglycolic carboxylate
194920-44-0

biotin 4,7,10-trioxa-1,13-tridecanediamine-diglycolic carboxylate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 1h;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

(2,2'-bipyridyl)(1,5-cyclooctadiene)nickel
55425-72-4

(2,2'-bipyridyl)(1,5-cyclooctadiene)nickel

(2,2'-bipyridine)Ni(CH2OCH2CO2)

(2,2'-bipyridine)Ni(CH2OCH2CO2)

Conditions
ConditionsYield
In tetrahydrofuran byproducts: (bipy)Ni(CO)2; a soln. of the carbonic acid anhydride was dropped slowly to a soln. of (bipy)Ni(COD) in THF, pptn. of red nickelalactone, filtration, the deep red mother-liquor contained (bipy)Ni(CO)2;; washed with THF, dried in vacuum;;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

5,10-bis(4-aminophenyl)-15,20-diiphenylporphyrin
116206-76-9

5,10-bis(4-aminophenyl)-15,20-diiphenylporphyrin

5,10-bis[4-(N-glycolic acid amino)phenyl]-15,20-diphenylporphyrin

5,10-bis[4-(N-glycolic acid amino)phenyl]-15,20-diphenylporphyrin

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 48h;99%
In N,N-dimethyl-formamide for 18h;90%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

C51H55NO18
150807-21-9

C51H55NO18

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 23h; Inert atmosphere;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

C28H45N3O2

C28H45N3O2

C32H49N3O6

C32H49N3O6

Conditions
ConditionsYield
In toluene Reflux;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-2'-[2''-(9''-aminononylamino)-2'-oxoethoxy]acetamidomorphinan

17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-2'-[2''-(9''-aminononylamino)-2'-oxoethoxy]acetamidomorphinan

17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(1'-carboxy-4',16'-dioxo-2',18'-dioxa-5',15'-diazaicosanamido)morphinan

17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(1'-carboxy-4',16'-dioxo-2',18'-dioxa-5',15'-diazaicosanamido)morphinan

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;99%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

diglycolate dodecanol

diglycolate dodecanol

Conditions
ConditionsYield
With pyridine at 20℃; for 24h;98.6%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

n-dioctylamine
1120-48-5

n-dioctylamine

2-(2-(di-octylamino)-2-oxoethoxy)acetic acid
135447-09-5

2-(2-(di-octylamino)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In acetone at 20℃; Product distribution / selectivity;98.1%
In dichloromethane at 20℃;94.3%
In dichloromethane at 20℃; Cooling with ice;94.2%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

tert-butyl (1-((2R,4R,5R)-4-((tert-butoxycarbonyl)oxy)-3,3-difluoro-5-(hydroxymethyl) tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate
250698-56-7

tert-butyl (1-((2R,4R,5R)-4-((tert-butoxycarbonyl)oxy)-3,3-difluoro-5-(hydroxymethyl) tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate

2-((2-(((2R,3R,5R)-5-(4-((tert-butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)-3-((tert-butoxycarbonyl)oxy)-4,4-difluorotetrahydrofuran-2-yl)methoxy)-2-oxoethoxy))acetic acid

2-((2-(((2R,3R,5R)-5-(4-((tert-butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)-3-((tert-butoxycarbonyl)oxy)-4,4-difluorotetrahydrofuran-2-yl)methoxy)-2-oxoethoxy))acetic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2.16667h; Reagent/catalyst; Temperature;98%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

N-BOC-1,2-diaminoethane
57260-73-8

N-BOC-1,2-diaminoethane

2,2-dimethyl-4,9-dioxo-3,11-dioxa-5,8-diazatridecan-13-oic acid

2,2-dimethyl-4,9-dioxo-3,11-dioxa-5,8-diazatridecan-13-oic acid

Conditions
ConditionsYield
In tetrahydrofuran at -50 - 20℃; for 20h;97%
With triethylamine In ethyl acetate for 18h;85%
1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

2-amino-5-fluoro-benzoic acid methyl ester
319-24-4

2-amino-5-fluoro-benzoic acid methyl ester

(2-{[4-fluoro-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid
1103930-03-5

(2-{[4-fluoro-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In tetrahydrofuran for 7.5h; Reflux;97%
In tetrahydrofuran for 4h; Heating / reflux;92%
4-chlorobenzenesulfonyl chloride
5202-89-1

4-chlorobenzenesulfonyl chloride

1,4-dioxane-2,6-dione
4480-83-5

1,4-dioxane-2,6-dione

(2-{[4-chloro-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid
1103929-71-0

(2-{[4-chloro-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
In tetrahydrofuran for 3h; Heating / reflux;97%
In tetrahydrofuran for 3h; Reflux;97%
In tetrahydrofuran for 7.5h; Reflux;97%

4480-83-5Upstream product

4480-83-5Relevant articles and documents

Synthesis and characterization of magnetic mesoporous Fe3O4@mSiO2-DODGA nanoparticles for adsorption of 16 rare earth elements

Li, Jingrui,Gong, Aijun,Li, Fukai,Qiu, Lina,Zhang, Weiwei,Gao, Ge,Liu, Yu,Li, Jiandi

, p. 39149 - 39161 (2018/12/02)

In this study, novel magnetic mesoporous Fe3O4@mSiO2-DODGA nanoparticles were prepared for efficiently adsorbing and recycling REEs. Fe3O4@mSiO2-DODGA was characterized by powder X-ray diffraction (XRD), transmission electron microscopy (TEM), vibrating sample magnetometry (VSM), Fourier transform infrared spectroscopy (FT-IR) and thermogravimetric analysis (TGA). The adsorption behavior of Fe3O4@mSiO2-DODGA was investigated by ICP-OES. The results showed that the content of DODGA in the adsorbent was 367 μmol g-1. Fe3O4@mSiO2-DODGA exhibited the highest adsorption rates for 15 REEs, except Tm, in a 2 mol L-1 nitric acid solution. Among these elements, the adsorption rates for Nd, Sm, Eu, Dy, Ho, Yb, Lu, Y and Sc ranged from 85.1% to 100.1%. The desorption rates for all 16 REE ions reached their maximum values when 0.01 mol L-1 EDTA was used as the eluent. The desorption rates for Nd, Ce, Sm, Eu, Ho, Yb, Lu, Y, and Sc were 87.7-99.8%. Fe3O4@mSiO2-DODGA had high stability in 2 mol L-1 HNO3 and could be used five times without significant loss of adsorption capacity. Moreover, these nanoparticles had high selectivity, and their adsorption rate was not affected even in a high-concentration solution of a coexisting ion. Therefore, 8 REE ions (Nd, Sm, Eu, Ho, Yb, Lu, Y, and Sc) were selected for the study of adsorption kinetics and adsorption isotherm experiments. It was demonstrated that the values of Qe (equilibrium adsorption capacity) for Nd, Sm, Eu, Ho, Yb, Lu, Y, and Sc were 14.28-60.80 mg g-1. The adsorption of REEs on Fe3O4@mSiO2-DODGA followed the pseudo-second-order kinetic model, Elovich model and Langmuir isotherm model, which indicated that the adsorption process of Fe3O4@mSiO2-DODGA for REEs comprised single-layer adsorption on a non-uniform surface controlled by chemical adsorption. It was concluded that Fe3O4@mSiO2-DODGA represents a new material for the adsorption of REEs in strongly acidic solutions.

Efficient cyclodehydration of dicarboxylic acids with oxalyl chloride

Kantin, Grigory,Chupakhin, Evgeny,Dar'in, Dmitry,Krasavin, Mikhail

supporting information, p. 3160 - 3163 (2017/07/18)

Literature examples illustrating the use of oxalyl chloride to prepare dicarboxylic acid anhydrides are surprisingly limited. At the same time, we have discovered a method involving the use of this readily available reagent which allowed the preparation of novel cyclic anhydrides where other, more conventional, methods had failed. Herein, we demonstrate that the method is applicable to a wide diversity of substrates, delivers good to excellent yields of cyclic anhydrides without chromatographic purification and can be considered a synthetic tool of choice whenever dicarboxylic acid cyclodehydration is required.

Heterogeneous catalysts for the cyclization of dicarboxylic acids to cyclic anhydrides as monomers for bioplastic production

Rashed, Md. N.,Siddiki,Ali, Md. A.,Moromi, Sondomoyee K.,Touchy, Abeda S.,Kon, Kenichi,Toyao, Takashi,Shimizu, Ken-Ichi

, p. 3238 - 3242 (2017/07/28)

Cyclic anhydrides, key intermediates of carbon-neutral and biodegradable polyesters, are currently produced from biomass-derived dicarboxylic acids by a high-cost multistep process. We present a new high-yielding process for the direct intramolecular dehydration of dicarboxylic acids using a reusable heterogeneous Lewis acid catalyst, Nb2O5·nH2O. Various dicarboxylic acids, which can be produced by a biorefinery process, are transformed into the corresponding cyclic anhydrides as monomers for polyester production. This method is suitable for the production of renewable polyesters in a biorefinery process.

Room-temperature synthesis of pharmaceutically important carboxylic acids bearing the 1,2,4-oxadiazole moiety

Tarasenko, Marina,Duderin, Nikolay,Sharonova, Tatyana,Baykov, Sergey,Shetnev, Anton,Smirnov, Alexey V.

supporting information, p. 3672 - 3677 (2017/08/23)

An efficient and mild one-pot protocol has been developed for the synthesis of 1,2,4-oxadiazoles via the reaction of amidoximes with dicarboxylic acid anhydrides in a NaOH/DMSO medium. The method allows the synthesis of diversely substituted carboxylic acids bearing the 1,2,4-oxadiazole motif, – a popular building block for pharmaceutical research, in moderate to excellent yields. The reaction scope includes aromatic and heteroaromatic amidoximes as well as five-, six- and seven-membered anhydrides. The advantages of this procedure are proven gram-scalability and the use of inexpensive starting materials, which from a process chemistry point of view are essential for future industrial applications.

[A336][BDGA] ionic liquid and preparation method therefor

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Paragraph 0031; 0045, (2016/12/01)

The invention relates to [A336][BDGA] ionic liquid and a preparation method therefor and belongs to the field of synthesis of ionic liquid extractants. The preparation method comprises the following steps: (1) adopting isopropanol, sodium metal and methyl trioctyl ammonium chloride as reactants, dissolving the sodium metal in the isopropanol so as to produce sodium isopropoxide, then, subjecting sodium isopropoxide to reaction with methyl trioctyl ammonium chloride, and carrying out hydrolysis, so as to produce methyl trioctyl ammonium hydroxide; (2) adopting diglycolic acid, acetic anhydride and di-n-butylamine as reactants, firstly, dehydrating diglycolic acid so as to obtain diglycolic anhydride, and then, subjecting diglycolic anhydride to reaction with di-n-butylamine, so as to obtain N,N-di-n-butyl acetamido-oxy acetate; and (3) subjecting the quaternary ammonium hydroxide obtained in the step (1) and N,N-di-n-butyl acetamido-oxy acetate obtained in the step (2) to acid/base neutralization reaction, thereby obtaining the [A336][BDGA] ionic liquid product. The preparation method has the characteristics of short production cycle, low cost, high yield and high purity; and meanwhile, the [A336][BDGA] ionic liquid has a good rare-earth extracting and separating effect, thereby having a good market application prospect.

New Heterocyclic Product Space for the Castagnoli-Cushman Three-Component Reaction

Dar'In, Dmitry,Bakulina, Olga,Chizhova, Maria,Krasavin, Mikhail

supporting information, p. 3930 - 3933 (2015/08/18)

Significant expansion of heterocyclic product space accessible by the Castagnoli-Cushman reaction (CCR) has been achieved via the use of glutaric anhydride analogues containing endocyclic substitutions with oxygen, nitrogen, and sulfur. Incorporation of these heteroatoms in the anhydride's backbone results in enhanced reactivity and generally lower temperatures that are required for the reactions to go to completion. These findings are particularly significant in light of the CCR recently recognized as an efficient tool for lead-oriented synthesis.

METHOD FOR SYNTHESIZING RARE EARTH METAL EXTRACTANT

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Paragraph 0052, (2013/05/08)

A rare earth metal extractant containing, as the extractant component, dialkyldiglycol amide acid which is excellent in breaking down light rare earth elements is reacted in diglycolic acid (X mol) and an esterification agent (Y mol) at a reaction temperature of 70° C. or more and for a reaction time of one hour or more such that the mol ratio of Y/X is 2.5 or more, and is subjected to vacuum concentration. Subsequently, a reaction intermediate product is obtained by removing unreacted products and reaction residue, and an aprotic polar solvent is added as the reaction solvent. Then, the reaction intermediate product is reacted with dialkyl amine (Z mol) such that the mol ratio of Z/X is 0.9 or more and the aprotic polar solvent is removed. As a consequence, a rare earth metal extractant is efficiently synthesized at a low cost and at a high yield without having to use expensive diglycolic acid anhydride and harmful dichloromethane.

BIPHENYLAZETIDINONE CHOLESTEROL ABSORPTION INHIBITORS

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Page/Page column 204-205, (2008/06/13)

The invention relates to a chemical genus of 4-biphenyl-1-phenylazetidin-2-ones useful in the treatment of hypercholesterolemia and other disorders. The compounds have the general formula (I). Pharmaceutical compositions and methods for treating cholesterol- and lipid-associated diseases are also disclosed.

Synthesis of Small-Medium Ring Thioanhydrides

Kates, Michael J.,Schauble, J. Herman

, p. 971 - 978 (2007/10/02)

Reaction of five-membered ring anhydrides with sodium sulfide has previously been employed for synthesis of the corresponding thioanhydrides in low yields.Re-examination of the stoichiometry reveals reaction of cyclic anhydride with sodium sulfide (2:1 respectively), affords the thioanhydride accompanied by the corresponding dicarboxylate in a 1:1 molar ratio.The mechanistic pathway for this reaction has also been elucidated.Optimization of reaction conditions has resulted in the synthesis of a variety of four to seven-membered ring thioanhydride in yields approaching theoretical.

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