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  • DIAD Diisopropyl azodicarboxylate CAS 2446-83-5 Diisopropyl diazene-1,2-dicarboxylate CAS no 2446-83-5 Diisopropylazodicarboxylate

    Cas No: 2446-83-5

  • USD $ 3.5-5.0 / Kiloliter

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2446-83-5 Usage

Product description

Isopropyl azodicarboxylate (Acronym DIAD; foaming agent DIPA) belongs to diisopropyl azo-hydroxy acid salt. At room temperature, it is an orange-red transparent oily liquid with special smell and is soluble in almost all organic solvents and plasticizers. It is also insoluble in water but soluble in common plasticizer. It can be well miscible with plastic with good thermal stability. Storage stability: the decomposition substance is colorless, non-toxic, non-pollution, non-blooming and odorless. In the range of 40~120 °C, it can obtain high gas evolution. It is also the liquid blowing agent of vinyl resin and can be used to make light-colored vinyl foam. It has a uniform pore structure, with different formulations and processing conditions obtaining the foam of either closed pore or open pore. It can also be used as pharmaceutical intermediates and organic synthesis reagents. The above information is edited by the lookchem of Dai Xiongfeng.

Uses

Different sources of media describe the Uses of 2446-83-5 differently. You can refer to the following data:
1. It can be used as dye intermediates, pharmaceutical intermediates, organic synthesis reagents, and the foaming agent of the rubber plastics liquid. Isopropyl azodicarboxylate can be used for the liquid foaming agent of vinyl resin. It can be used to make light-colored vinyl foam. It has a uniform pore structure with different formulations and processing conditions giving foam of either closed pore or open pore. It can also be used as pharmaceutical intermediates, and organic synthesis reagents.
2. Diisopropyl Azodicarboxylate is an azodicarboxylic acid derivative used as a reagent in the production of many organic compounds. Diisopropyl Azodicarboxylate is commonly used as an oxidizer in Mitsun obu reactions and can also serve as a selective deprotectant of N-benzyl groups in the presence of other protecting groups.
3. Diisopropyl azodicarboxylate is used as an important reagent in the production of many organic compounds. It is used in association with triphenyl phosphine in Mitsunobu reaction of alcohols, acids and amides. It acts as reactant in the preparation of chromenes resembling classical cannabinoids, norbornene-based guanidine-rich polymers and acceptor-donor-acceptor organic dyes.

Chemical Properties

CLEAR ORANGE LIQUID

General Description

Reacted with dioxaphosphorinanes and iron catalyst to generate rearranged phosphonium ylide products.

Purification Methods

Purify the azo compound by distillation at as high a vacuum as possible. Since it is likely to explode, use an oil bath for heating the still, and all operations should be carried out behind an adequate shield. [Kauer Org Synth Coll Vol IV 412 1963, Beilstein 3 III 233]. This reagent is useful in the Mitsunobu reaction [Mitsunobu Synthesis 1 1981, Gennari et al. J Am Chem Soc 108 6394 1986, Evans et al. J Am Chem Soc 108 6394 1986, Hughes Org React 42 335 1992, Dodge et al. Org Synth 73 110 1996, Hughes Org Prep Proc Int 28 127 1996, Ferguson & Marcelle J Am Chem Soc 128 4576 2006; see also di-tert-butyl azodicarboxylate and DEAD above].

Check Digit Verification of cas no

The CAS Registry Mumber 2446-83-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,4 and 6 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2446-83:
(6*2)+(5*4)+(4*4)+(3*6)+(2*8)+(1*3)=85
85 % 10 = 5
So 2446-83-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H14N2O4/c1-5(2)13-7(11)9-10-8(12)14-6(3)4/h5-6H,1-4H3/b10-9+

2446-83-5 Well-known Company Product Price

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  • Detail
  • TCI America

  • (A1246)  Diisopropyl Azodicarboxylate (40% in Toluene, ca. 1.9mol/L)  

  • 2446-83-5

  • 25g

  • 130.00CNY

  • Detail
  • TCI America

  • (A1246)  Diisopropyl Azodicarboxylate (40% in Toluene, ca. 1.9mol/L)  

  • 2446-83-5

  • 100g

  • 390.00CNY

  • Detail
  • TCI America

  • (A1246)  Diisopropyl Azodicarboxylate (40% in Toluene, ca. 1.9mol/L)  

  • 2446-83-5

  • 250g

  • 690.00CNY

  • Detail
  • Alfa Aesar

  • (L10386)  Diisopropyl azodicarboxylate, 94%   

  • 2446-83-5

  • 25g

  • 480.0CNY

  • Detail
  • Alfa Aesar

  • (L10386)  Diisopropyl azodicarboxylate, 94%   

  • 2446-83-5

  • 100g

  • 1053.0CNY

  • Detail
  • Aldrich

  • (225541)  Diisopropylazodicarboxylate  98%

  • 2446-83-5

  • 225541-5G

  • 347.49CNY

  • Detail
  • Aldrich

  • (225541)  Diisopropylazodicarboxylate  98%

  • 2446-83-5

  • 225541-25G

  • 409.50CNY

  • Detail
  • Aldrich

  • (225541)  Diisopropylazodicarboxylate  98%

  • 2446-83-5

  • 225541-100G

  • 1,115.01CNY

  • Detail

2446-83-5SDS

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 Diisopropyl azodicarboxylate

1.2 Other means of identification

Product number -
Other names diisopropyl azodicarbonate

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:2446-83-5 SDS

2446-83-5Synthetic route

ethyl acetate n-hexane

ethyl acetate n-hexane

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine
103057-44-9

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

thioacetic acid
507-09-5

thioacetic acid

tert-butyl 3-(acetylthio)pyrrolidine-1-carboxylate

tert-butyl 3-(acetylthio)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With triphenylphosphine In tetrahydrofuran100%
1-(3,5-dimethylbenzyl)-3-isothiocyanatoindolin-2-one

1-(3,5-dimethylbenzyl)-3-isothiocyanatoindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-(3,5-dimethylbenzyl)-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

diisopropyl 1-(3,5-dimethylbenzyl)-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;99%
1-benzyl-4-bromo-3-isothiocyanatoindolin-2-one

1-benzyl-4-bromo-3-isothiocyanatoindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-benzyl-5'-{[1,2-bis(isopropoxycarbonyl)hydrazinyl]thio}-4-bromo-2-oxospiro[indoline-3,3'-[1,2,4]triazole]-1',2'-dicarboxylate

diisopropyl 1-benzyl-5'-{[1,2-bis(isopropoxycarbonyl)hydrazinyl]thio}-4-bromo-2-oxospiro[indoline-3,3'-[1,2,4]triazole]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In toluene at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;99%
3-isothiocyanato-1-methylindolin-2-one
1287715-28-9

3-isothiocyanato-1-methylindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-methyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

diisopropyl 1-methyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In diethyl ether at -20℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;99%
3-isothiocyanato-1-propylindolin-2-one
1422555-11-0

3-isothiocyanato-1-propylindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 2-oxo-1-propyl-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

diisopropyl 2-oxo-1-propyl-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In diethyl ether at -20℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;99%
3-isothiocyanato-1-phenylindolin-2-one
1354636-91-1

3-isothiocyanato-1-phenylindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 2-oxo-1-phenyl-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

diisopropyl 2-oxo-1-phenyl-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;99%
1-benzyl-3-isothiocyanatoindolin-2-one
1287715-31-4

1-benzyl-3-isothiocyanatoindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-benzyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

diisopropyl 1-benzyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In diethyl ether at 0℃; for 0.0833333h; Solvent; Temperature; Inert atmosphere; enantioselective reaction;99%
3-tolyl isocyanate
621-29-4

3-tolyl isocyanate

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

1-methylethyl 4,5-dihydro-3-(1-methylethoxy)-4-(3-methylphenyl)-5-oxo-1H-1,2,4-triazole-1-carboxylate

1-methylethyl 4,5-dihydro-3-(1-methylethoxy)-4-(3-methylphenyl)-5-oxo-1H-1,2,4-triazole-1-carboxylate

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 20℃; for 1h;98%
phenyl isocyanate
103-71-9

phenyl isocyanate

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

1-methylethyl 4,5-dihydro-3-(1-methylethoxy)-5-oxo-4-phenyl-1H-1,2,4-triazole-1-carboxylate

1-methylethyl 4,5-dihydro-3-(1-methylethoxy)-5-oxo-4-phenyl-1H-1,2,4-triazole-1-carboxylate

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 20℃; for 1h;98%
1-oxoindane-2-carboxylic acid ethyl ester
6742-25-2

1-oxoindane-2-carboxylic acid ethyl ester

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

C20H26N2O7

C20H26N2O7

Conditions
ConditionsYield
chiral palladium complex In methanol at 20℃; for 0.5h;98%
diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

2,8,13,19-Tetrakis(1,1-dimethylethyl)-11H,22H-4,6:6,10:15,17:17,21-tetramethanodibenzo<1,10>dioxacyclooctadecin-23,25-dione
145986-91-0

2,8,13,19-Tetrakis(1,1-dimethylethyl)-11H,22H-4,6:6,10:15,17:17,21-tetramethanodibenzo<1,10>dioxacyclooctadecin-23,25-dione

C60H80N4O12

C60H80N4O12

Conditions
ConditionsYield
In toluene at 110℃; for 6h;98%
C19H14ONCl

C19H14ONCl

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

C27H28ClN3O4
1004974-38-2

C27H28ClN3O4

Conditions
ConditionsYield
With triphenylphosphine In toluene for 2h; Heating;98%
C15H12O3N2

C15H12O3N2

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

C23H26N4O6
1004974-44-0

C23H26N4O6

Conditions
ConditionsYield
With triphenylphosphine In toluene for 2h; Heating;98%
phenyl (3-phenylaziridin-2-yl) methanone
51659-21-3

phenyl (3-phenylaziridin-2-yl) methanone

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

C23H27N3O4
1004974-16-6

C23H27N3O4

Conditions
ConditionsYield
With triphenylphosphine In toluene for 2h; Heating;98%
diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

(4-Methoxy-phenyl)-[3-(4-nitro-phenyl)-aziridin-2-yl]-methanone

(4-Methoxy-phenyl)-[3-(4-nitro-phenyl)-aziridin-2-yl]-methanone

C24H28N4O7
1004974-32-6

C24H28N4O7

Conditions
ConditionsYield
With triphenylphosphine In toluene for 2h; Heating;98%
3-isothiocyanato-1-(naphthalen-2-ylmethyl)indolin-2-one

3-isothiocyanato-1-(naphthalen-2-ylmethyl)indolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-(naphthalen-2-ylmethyl)-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

diisopropyl 1-(naphthalen-2-ylmethyl)-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;98%
3-isothiocyanato-1-(naphthalen-2-ylmethyl)indolin-2-one

3-isothiocyanato-1-(naphthalen-2-ylmethyl)indolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 5'-((1,2-bis(isopropoxycarbonyl)hydrazinyl)thio)-1-(naphthalen-2-ylmethyl)-2-oxospiro[indoline-3,3'-[1,2,4]triazole]-1',2'-dicarboxylate

diisopropyl 5'-((1,2-bis(isopropoxycarbonyl)hydrazinyl)thio)-1-(naphthalen-2-ylmethyl)-2-oxospiro[indoline-3,3'-[1,2,4]triazole]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In toluene at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;98%
1-benzyl-3-isothiocyanato-5-methoxyindolin-2-one

1-benzyl-3-isothiocyanato-5-methoxyindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-benzyl-5'-{[1,2-bis(isopropoxycarbonyl)hydrazinyl]thio}-5-methoxy-2-oxospiro[indoline-3,3'-[1,2,4]triazole]-1',2'-dicarboxylate

diisopropyl 1-benzyl-5'-{[1,2-bis(isopropoxycarbonyl)hydrazinyl]thio}-5-methoxy-2-oxospiro[indoline-3,3'-[1,2,4]triazole]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In toluene at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;98%
propionaldehyde
123-38-6

propionaldehyde

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-propionylhydrazine-1,2-dicarboxylate

diisopropyl 1-propionylhydrazine-1,2-dicarboxylate

Conditions
ConditionsYield
dirhodium tetraacetate In ethyl acetate at 25℃; for 12h;97%
1-benzyl-3-isothiocyanato-5-methylindolin-2-one
1450988-91-6

1-benzyl-3-isothiocyanato-5-methylindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-benzyl-5-methyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

diisopropyl 1-benzyl-5-methyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;97%
1-benzyl-3-isothiocyanato-6-methylindolin-2-one

1-benzyl-3-isothiocyanato-6-methylindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-benzyl-6-methyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

diisopropyl 1-benzyl-6-methyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;97%
(E)-3-(anthracen-10-yl)-1-(4-chlorophenyl)prop-2-en-1-one
57076-91-2

(E)-3-(anthracen-10-yl)-1-(4-chlorophenyl)prop-2-en-1-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

C31H29ClN2O4

C31H29ClN2O4

Conditions
ConditionsYield
With triphenylphosphine In toluene for 3h; Heating;96%
3-[5-(2-Hydroxy-ethoxy)-indol-1-yl]-3-phenyl-propionic acid ethyl ester
445490-67-5

3-[5-(2-Hydroxy-ethoxy)-indol-1-yl]-3-phenyl-propionic acid ethyl ester

N-hydroxyphthalimide
524-38-9

N-hydroxyphthalimide

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

3-{5-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethoxy]-indol-1-yl}-3-phenyl-propionic acid ethyl ester
445490-68-6

3-{5-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethoxy]-indol-1-yl}-3-phenyl-propionic acid ethyl ester

Conditions
ConditionsYield
With triphenylphosphine In tetrahydrofuran96%
N,N-di(tert-butoxycarbonyl)hydroxylamine
85006-25-3

N,N-di(tert-butoxycarbonyl)hydroxylamine

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

(E)-3-{3-[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethoxy]-phenyl}-pent-2-en-1-ol
174258-43-6

(E)-3-{3-[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethoxy]-phenyl}-pent-2-en-1-ol

(E)-N-tert-Butoxycarbonyloxy-(3-{3-[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethoxy]-phenyl}-pent-2-enyl)-carbamic acid tert-butyl ester
174258-44-7

(E)-N-tert-Butoxycarbonyloxy-(3-{3-[5-methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethoxy]-phenyl}-pent-2-enyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triphenylphosphine In tetrahydrofuran96%
C17H17ON

C17H17ON

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

C25H31N3O4
1004974-22-4

C25H31N3O4

Conditions
ConditionsYield
With triphenylphosphine In toluene for 2h; Heating;96%
diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

4,4'-Dichlorobenzophenone
90-98-2

4,4'-Dichlorobenzophenone

diisopropyl 2-[bis(4-chlorophenyl)methylene]hydrazine-1,1-dicarboxylate
1041432-63-6

diisopropyl 2-[bis(4-chlorophenyl)methylene]hydrazine-1,1-dicarboxylate

Conditions
ConditionsYield
With triphenylphosphine In toluene at 110℃; for 12h;96%
1-benzyl-6-chloro-3-isothiocyanatoindolin-2-one

1-benzyl-6-chloro-3-isothiocyanatoindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-benzyl-5'-{[1,2-bis(isopropoxycarbonyl)hydrazinyl]thio}-6-chloro-2-oxospiro[indoline-3,3'-[1,2,4]triazole]-1',2'-dicarboxylate

diisopropyl 1-benzyl-5'-{[1,2-bis(isopropoxycarbonyl)hydrazinyl]thio}-6-chloro-2-oxospiro[indoline-3,3'-[1,2,4]triazole]-1',2'-dicarboxylate

Conditions
ConditionsYield
With (DHQD)2PHAL In toluene at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction;96%
1-benzyl-3-isothiocyanatoindolin-2-one
1287715-31-4

1-benzyl-3-isothiocyanatoindolin-2-one

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

diisopropyl 1-benzyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

diisopropyl 1-benzyl-2-oxo-5'-thioxospiro[indoline-3,3'-[1,2,4]triazolidine]-1',2'-dicarboxylate

Conditions
ConditionsYield
With C31H32N2O2 In tetrahydrofuran at 20℃; for 0.0833333h; Reagent/catalyst; Solvent; Inert atmosphere;96%
phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

1-methylethyl 4,5-dihydro-3-(1-methylethoxy)-4-phenyl-5-thioxo-1H-1,2,4-triazole-1-carboxylate

1-methylethyl 4,5-dihydro-3-(1-methylethoxy)-4-phenyl-5-thioxo-1H-1,2,4-triazole-1-carboxylate

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 20℃; for 1h;95%
diisopropyl (E)-azodicarboxylate
2446-83-5

diisopropyl (E)-azodicarboxylate

(E)-1-(4-chlorophenyl)-3-(naphthalen-2-yl)prop-2-en-1-one

(E)-1-(4-chlorophenyl)-3-(naphthalen-2-yl)prop-2-en-1-one

C27H27ClN2O4

C27H27ClN2O4

Conditions
ConditionsYield
With triphenylphosphine In toluene for 3h; Heating;95%

2446-83-5Relevant articles and documents

Photocatalytic esterification under Mitsunobu reaction conditions mediated by flavin and visible light

M?rz,Chudoba,Kohout,Cibulka

supporting information, p. 1970 - 1975 (2017/03/11)

The usefulness of flavin-based aerial photooxidation in esterification under Mitsunobu reaction conditions was demonstrated, providing aerial dialkyl azodicarboxylate recycling/generation from the corresponding dialkyl hydrazine dicarboxylate. Simultaneously, activation of triphenylphosphine (Ph3P) by photoinduced electron transfer from flavin allows azo-reagent-free esterification. An optimized system with 3-methylriboflavin tetraacetate (10%), oxygen (terminal oxidant), visible light (450 nm), Ph3P, and dialkyl hydrazine dicarboxylate (10%) has been shown to provide efficient and stereoselective coupling of various alcohols and acids to esters with retention of configuration.

Method of manufacturing Azodicarboxylic acid diester compd. (by machine translation)

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Paragraph 0029-0031, (2017/04/28)

PROBLEM TO BE SOLVED: To provide a manufacturing method in which an azodicarboxylate diester compound can be efficiently obtained in a high yield and which is industrially advantageous.SOLUTION: There is provided a manufacturing method for azodicarboxylate diester compound including: a process (a) of obtaining a 1,2-hydrazine dicarboxylate diester compound through reaction between hydrazine and a halocarbonate ester; and a process (b) of obtaining an azodicarboxylate diester compound represented by general formula (2) (where A represents a hydrocarbon or a hydrocarbon which may have an ether bond) by oxidizing the 1,2-hydrazine dicarboxylate diester compound obtained in the process (a), the 1,2-hydrazine dicarboxylate diester compound being neither isolated nor refined.

HEPATITIS C VIRUS NS3 PROTEASE INHIBITORS

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, (2013/03/26)

The present invention relates to macrocyclic compounds of Formula (I) that are useful as inhibitors of the hepatitis C virus (HCV) NS3 protease, their synthesis, and their use for treating or preventing HCV infections.

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