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1875-48-5

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1875-48-5 Usage

Chemical Description

N-aminophthalimide is a nitrogen-containing heterocyclic compound that can be used as a reagent in organic synthesis.

Chemical Properties

white to off-white crystalline powder

Uses

Different sources of media describe the Uses of 1875-48-5 differently. You can refer to the following data:
1. It is employed in the aziridination of chiral N-enoyl sultams. It is also used in the synthesis of n-phthalimidoaziridines
2. N-Aminophthalimide was employed in the aziridination of chiral N-enoyl sultams. It was also used in the synthesis of n-phthalimidoaziridines.

Purification Methods

The imide has been recrystallised from 96% EtOH (solubility is ~2% at boiling temperature) to form a yellow solution. It sublimes in vacuo at ca 150o. It solidifies after melting, and remelts at 338-341o (see phthalhydrazide in “Heterocyclic Compounds, Chapter 4”). [Beilstein 22/11 V 122.]

Check Digit Verification of cas no

The CAS Registry Mumber 1875-48-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,7 and 5 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1875-48:
(6*1)+(5*8)+(4*7)+(3*5)+(2*4)+(1*8)=105
105 % 10 = 5
So 1875-48-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H6N2O2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H,9H2

1875-48-5 Well-known Company Product Price

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

  • (A19914)  N-Aminophthalimide, 94%   

  • 1875-48-5

  • 5g

  • 443.0CNY

  • Detail
  • Alfa Aesar

  • (A19914)  N-Aminophthalimide, 94%   

  • 1875-48-5

  • 10g

  • 1093.0CNY

  • Detail
  • Alfa Aesar

  • (A19914)  N-Aminophthalimide, 94%   

  • 1875-48-5

  • 50g

  • 3985.0CNY

  • Detail
  • Aldrich

  • (178314)  N-Aminophthalimide  technical grade, 90%

  • 1875-48-5

  • 178314-5G

  • 613.08CNY

  • Detail
  • Aldrich

  • (178314)  N-Aminophthalimide  technical grade, 90%

  • 1875-48-5

  • 178314-25G

  • 1,860.30CNY

  • Detail

1875-48-5SDS

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 2-aminoisoindole-1,3-dione

1.2 Other means of identification

Product number -
Other names Hydrazine,1,1-phthaloyl

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:1875-48-5 SDS

1875-48-5Synthetic route

phthalimide
136918-14-4

phthalimide

N-aminophthalamide
1875-48-5

N-aminophthalamide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 0 - 20℃; for 2h; Large scale;99.5%
With hydrazine hydrate In ethanol; water at -20 - 20℃; for 4h;92%
With hydrazine In ethanol at 5℃; for 2h;75%
3t-(4-chloro-phenyl)-2-cyano-1-phthalimido-aziridine-2r-carboxylic acid methyl ester
49678-79-7

3t-(4-chloro-phenyl)-2-cyano-1-phthalimido-aziridine-2r-carboxylic acid methyl ester

A

N-aminophthalamide
1875-48-5

N-aminophthalamide

B

methyl 2-cyano-3-(isopropylamino)-4-phenylbut-2-enoate
84118-25-2

methyl 2-cyano-3-(isopropylamino)-4-phenylbut-2-enoate

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2h; Ambient temperature;A n/a
B 98%
2-cyano-3-(isopropylimino)-2-(methoxycarbonyl)-4-(p-methoxyphenyl)-1-phthalimidoazetidine
72011-38-2

2-cyano-3-(isopropylimino)-2-(methoxycarbonyl)-4-(p-methoxyphenyl)-1-phthalimidoazetidine

A

N-aminophthalamide
1875-48-5

N-aminophthalamide

B

methyl 2-cyano-3-(isopropylamino)-4-(p-methylphenyl)-but-2-enoate
84118-27-4

methyl 2-cyano-3-(isopropylamino)-4-(p-methylphenyl)-but-2-enoate

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2h; Ambient temperature;A n/a
B 95%
2-cyano-2-(methoxycarbonyl)-4-(p-chlorophenyl)-1-phthalimido-3-(tert-butylimino)azetidine
72011-33-7

2-cyano-2-(methoxycarbonyl)-4-(p-chlorophenyl)-1-phthalimido-3-(tert-butylimino)azetidine

A

N-aminophthalamide
1875-48-5

N-aminophthalamide

B

methyl 2-cyano-3-(tert-butylamino)-4-(p-chlorophenyl)but-2-enoate
84130-26-7

methyl 2-cyano-3-(tert-butylamino)-4-(p-chlorophenyl)but-2-enoate

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2h; Ambient temperature;A n/a
B 95%
2-cyano-3-(isopropylimino)-2-(methoxycarbonyl)-4-(p-chlorophenyl)-1-phthalimidoazetidine
343797-05-7

2-cyano-3-(isopropylimino)-2-(methoxycarbonyl)-4-(p-chlorophenyl)-1-phthalimidoazetidine

A

N-aminophthalamide
1875-48-5

N-aminophthalamide

B

methyl 2-cyano-3-(isopropylamino)-4-(p-chlorophenyl)-but-2-enoate
84118-26-3

methyl 2-cyano-3-(isopropylamino)-4-(p-chlorophenyl)-but-2-enoate

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2h; Ambient temperature;A n/a
B 95%
potassium phtalimide
1074-82-4

potassium phtalimide

N-aminophthalamide
1875-48-5

N-aminophthalamide

Conditions
ConditionsYield
With O-(diphenylphosphinyl)hydroxylamine In N,N-dimethyl-formamide at 20℃; for 4h;92%
N-(2-hydroxyethyl)-2-phthalimidoaceto-2',6'-xylidide
75889-07-5

N-(2-hydroxyethyl)-2-phthalimidoaceto-2',6'-xylidide

A

N-aminophthalamide
1875-48-5

N-aminophthalamide

B

N-(2-hydroxyethyl)-2-aminoaceto-2',6'-xylidide hydrochloride
75889-12-2

N-(2-hydroxyethyl)-2-aminoaceto-2',6'-xylidide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrazine hydrate In ethanol Heating; 1.) 2 h, 2.) 0.5 h;A 86%
B 87%

1875-48-5Relevant articles and documents

1,1′-Bipyrroles: Synthesis and stereochemistry

Dey, Sanjeev K.,Lightner, David A.

, p. 9395 - 9397 (2007)

(Chemical Equation Presented) 1,1′-Bipyrrole is synthesized in four steps from hydrazine. A colorless solid, mp 52°C, it sublimes readily at room temperature and forms X-ray quality crystals in which the rings are not coplanar but are nearly orthogonal.

-

Krause et al.

, p. 2040 (1972)

-

Structural identification between phthalazine-1,4-diones and n-aminophthalimides via vilsmeier reaction: Nitrogen cyclization and tautomerization study

Chung, Cheng-Yen,Li, Sin-Min,Lin, Hui-Yi,Tsai, Shuo-En,Tseng, Ching-Chun,Wong, Fung Fuh

, (2021/05/31)

N-aminophthalimides and phthalazine 1,4-diones were synthesized from isobenzofuran1,3-dione, isoindoline-1,3-dione, furo [3,4-b] pyrazine-5,7-dione, or 1H-pyrrolo [3,4-c] pyridine-1,3dione with monohydrate hydrazine to carry out the 5-exo or 6-endo nitrogen cyclization under the different reaction conditions. Based on the control experimental results, 6-endo thermodynamic hydrohydrazination and kinetical 5-exo cyclization reactions were individually selective formation. Subsequently, Vilsmeier amidination derivatization was successfully developed to probe the structural divergence between N-aminophthalimide 2 and phthalazine 1,4-dione 3. On the other hand, the best tautomerization of N-aminophthalimide to diazinone was also determined under acetic acid mediated solution.

Sulfonation group-containing phthalimide additive, electrolyte containing sulfonating group-containing phthalimide additive and lithium ion battery containing sulfonating group-containing phthalimide additive

-

Paragraph 0061-0066; 0096; 0099-0100, (2021/05/29)

The invention provides a sulfonation group-containing o-phthalimide additive, an electrolyte containing the sulfonation group-containing o-phthalimide additive and a lithium ion battery containing the sulfonation group-containing o-phthalimide additive, and belongs to the technical field of lithium ion batteries. The ionic conductivity of the electrolyte and the ionic conductivity and stability of positive and negative silicon-carbon interfacial films can be effectively improved. The structural formula of the additive is based on o-phthalimide and a derivative thereof, and a lithium sulfonate group or a derivative group thereof is grafted at an alpha position of a benzene ring of the o-phthalimide.

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