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3468-11-9

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3468-11-9 Usage

Description

1,3-Diiminoisoindoline is an organic compound known for its unique chemical properties and potential applications in various industries. It is characterized by its ability to form complexes with metal ions, which makes it a versatile building block for the development of new materials and products.

Uses

Used in Colouring Compositions:
1,3-Diiminoisoindoline is used as a key component in the production of colouring compositions due to its ability to form stable complexes with metal ions. This property allows for the creation of a wide range of colours and shades, making it a valuable asset in the development of dyes and pigments for various applications.
Used in Dyes and Pigments Industry:
1,3-Diiminoisoindoline is used as a dye and pigment precursor for its ability to create a diverse palette of colours. Its metal-ion complexing capability contributes to the stability and intensity of the colours produced, making it an essential component in the formulation of high-quality dyes and pigments for textiles, plastics, inks, and other industries.
Used in Metabolite Research:
1,3-Diiminoisoindoline also has potential applications in metabolite research, where it can be used to study the interactions between metal ions and biological molecules. This can provide valuable insights into the role of metal ions in various metabolic processes and contribute to the development of new therapeutic agents and diagnostic tools.

Flammability and Explosibility

Notclassified

Safety Profile

A severe eye and skin irritant. Questionable carcinogen with experimental carcinogenic and tumorigenic data. When heated to decomposition it emits toxic fumes of Nox

Purification Methods

It crystallises from H2O, MeOH or MeOH/Et2O (charcoal) in colourless prisms that become green on heating. [Elvidge & Linstead J Chem Soc 5000 1952]. IR (nujol): 3150 and 690 cm-1 , and UV: max 251nm ( 12,500), 256nm ( 12,5000) and 303nm ( 4,600) [Elvidge & Golden J Chem Soc 700 1957, Clark et al. J Chem Soc 3593 1953]. The thiocyanate has m 250-255o (dec), the monohydrochloride has m 300-301o (turns green), and the dihydrochloride has m 326-328o (turns green) and the picrate crystallises from EtOH with m 299o (dec). [Beilstein 22/13 V 5.]

Check Digit Verification of cas no

The CAS Registry Mumber 3468-11-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,6 and 8 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3468-11:
(6*3)+(5*4)+(4*6)+(3*8)+(2*1)+(1*1)=89
89 % 10 = 9
So 3468-11-9 is a valid CAS Registry Number.
InChI:InChI=1/C8H7N3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H,(H3,9,10,11)

3468-11-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-Diiminoisoindoline

1.2 Other means of identification

Product number -
Other names fastogenblue5040

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:3468-11-9 SDS

3468-11-9Synthetic route

phthalonitrile
91-15-6

phthalonitrile

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

Conditions
ConditionsYield
With ammonia; sodium hydroxide In methanol at 20℃; for 3.75h; Reflux;80%
phthalonitrile
91-15-6

phthalonitrile

A

2-(amino(imino)methyl)benzoic acid

2-(amino(imino)methyl)benzoic acid

B

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

Conditions
ConditionsYield
With ammonia; sodium methylate In methanol at 20℃; for 3.75h; Reflux;A 23%
B n/a
C17H26N4O4
1403497-90-4

C17H26N4O4

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

tert-butyl (S)-1-{(S)-1-[(Z)-2-(3-amino-1H-isoindol-1-ylidene)hydrazinyl]-1-oxopropan-2-ylamino}-1-oxo-3-phenylpropan-2-ylcarbamate
1403610-66-1

tert-butyl (S)-1-{(S)-1-[(Z)-2-(3-amino-1H-isoindol-1-ylidene)hydrazinyl]-1-oxopropan-2-ylamino}-1-oxo-3-phenylpropan-2-ylcarbamate

Conditions
ConditionsYield
In methanol for 4h; Reflux;98%
N-Boc-L-Alanyl-L-phenylalanin-hydrazid
2481-20-1

N-Boc-L-Alanyl-L-phenylalanin-hydrazid

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

tert-butyl (S)-1-{(S)-1-[(Z)-2-(3-amino-1H-isoindol-1-ylidene)hydrazinyl]-1-oxo-3-phenylpropan-2-ylamino}-1-oxopropan-2-ylcarbamate
1403610-65-0

tert-butyl (S)-1-{(S)-1-[(Z)-2-(3-amino-1H-isoindol-1-ylidene)hydrazinyl]-1-oxo-3-phenylpropan-2-ylamino}-1-oxopropan-2-ylcarbamate

Conditions
ConditionsYield
In methanol for 4h; Reflux;97%
1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

phenylhydrazine
100-63-0

phenylhydrazine

3-amino-1H-isoindol-1-one phenylhydrazone

3-amino-1H-isoindol-1-one phenylhydrazone

Conditions
ConditionsYield
In methanol for 2h; Reflux;97%
adamantane-1-carbohydrazide
17846-15-0

adamantane-1-carbohydrazide

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

N'-(3-amino-1H-isoindol-1-ylidene)adamantane-1-carbohydrazide

N'-(3-amino-1H-isoindol-1-ylidene)adamantane-1-carbohydrazide

Conditions
ConditionsYield
In methanol for 5h; Heating;96%
N-tert-butyloxycarbonylalanylalanyl hydrazide
68762-13-0, 66845-41-8

N-tert-butyloxycarbonylalanylalanyl hydrazide

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

tert-butyl (S)-1-{(S)-1-[(Z)-2-(3-amino-1H-isoindol-1-ylidene)hydrazinyl]-1-oxopropan-2-ylamino}-1-oxopropan-2-ylcarbamate
1403610-64-9

tert-butyl (S)-1-{(S)-1-[(Z)-2-(3-amino-1H-isoindol-1-ylidene)hydrazinyl]-1-oxopropan-2-ylamino}-1-oxopropan-2-ylcarbamate

Conditions
ConditionsYield
In methanol for 4h; Reflux;95%
C19H28N4O4

C19H28N4O4

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

tert-butyl (R)-1-{(S)-2-[(Z)-2-(3-amino-1H-isoindol-1-ylidene)hydrazinecarbonyl]pyrrolidin-1-yl}-1-oxo-3-phenylpropan-2-ylcarbamate

tert-butyl (R)-1-{(S)-2-[(Z)-2-(3-amino-1H-isoindol-1-ylidene)hydrazinecarbonyl]pyrrolidin-1-yl}-1-oxo-3-phenylpropan-2-ylcarbamate

Conditions
ConditionsYield
In methanol at 20℃;95%
1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

anthranilic acid hydrazide
1904-58-1

anthranilic acid hydrazide

2-amino-N'-(3-amino-1H-isoindol-1-ylidene)benzohydrazide

2-amino-N'-(3-amino-1H-isoindol-1-ylidene)benzohydrazide

Conditions
ConditionsYield
In methanol for 5h; Heating;88%
1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

methylamine
74-89-5

methylamine

3-(methylamino)-1-(methylimino)-1H-isoindole
88988-76-5, 89130-82-5, 93698-08-9, 93698-09-0

3-(methylamino)-1-(methylimino)-1H-isoindole

Conditions
ConditionsYield
In ethanol for 18h; Heating;84%
p-toluidine
106-49-0

p-toluidine

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

Z-3-amino-1-(4-methylphenyl)imino-1H-isoindole
104830-21-9

Z-3-amino-1-(4-methylphenyl)imino-1H-isoindole

Conditions
ConditionsYield
In ethanol for 2h; Heating;82%
3-(morpholinosulfonyl)benzohydrazide

3-(morpholinosulfonyl)benzohydrazide

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

N'-(3-amino-1H-isoindol-1-ylidene)-3-(morpholin-4-ylsulfonyl)benzohydrazide

N'-(3-amino-1H-isoindol-1-ylidene)-3-(morpholin-4-ylsulfonyl)benzohydrazide

Conditions
ConditionsYield
In methanol for 5h; Heating;78%
cyclopropanecarbohydrazide
6952-93-8

cyclopropanecarbohydrazide

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

N'-(3-amino-1H-isoindol-1-ylidene)cyclopropanecarbohydrazide

N'-(3-amino-1H-isoindol-1-ylidene)cyclopropanecarbohydrazide

Conditions
ConditionsYield
In methanol for 5h; Heating;78%
3-<(Diethylamino)sulfonyl>benzoic Acid Hydrazide
96134-80-4

3-<(Diethylamino)sulfonyl>benzoic Acid Hydrazide

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

3-{[2-(3-amino-1H-isoindol-1-ylidene)hydrazino]carbonyl}-N,N-diethylbenzenesulfonamide

3-{[2-(3-amino-1H-isoindol-1-ylidene)hydrazino]carbonyl}-N,N-diethylbenzenesulfonamide

Conditions
ConditionsYield
In methanol for 5h; Heating;78%
3-Methylindole
83-34-1

3-Methylindole

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

(3-amino-isoindol-1-ylidene)-(3-methyl-indol-2-yl)-amine
1215004-78-6

(3-amino-isoindol-1-ylidene)-(3-methyl-indol-2-yl)-amine

Conditions
ConditionsYield
Stage #1: 3-Methylindole With N-chloro-succinimide; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 2h; Inert atmosphere;
Stage #2: 1-imino-1H-isoindol-3-amine With trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere;
77%
1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

p-toluic hydrazide
3619-22-5

p-toluic hydrazide

N'-(3-amino-1H-isoindol-1-ylidene)-4-methylbenzohydrazide

N'-(3-amino-1H-isoindol-1-ylidene)-4-methylbenzohydrazide

Conditions
ConditionsYield
In methanol for 5h; Heating;76%
1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

2-phenylacetylhydrazine
937-39-3

2-phenylacetylhydrazine

N'-(3-amino-1H-isoindol-1-ylidene)-2-phenylacetohydrazide

N'-(3-amino-1H-isoindol-1-ylidene)-2-phenylacetohydrazide

Conditions
ConditionsYield
In methanol for 5h; Heating;75%
3-(pyrrolidin-1-ylsulfonyl)benzohydrazide

3-(pyrrolidin-1-ylsulfonyl)benzohydrazide

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

N'-(3-amino-1H-isoindol-1-ylidene)-3-(pyrrolidin-1-ylsulfonyl)benzohydrazide

N'-(3-amino-1H-isoindol-1-ylidene)-3-(pyrrolidin-1-ylsulfonyl)benzohydrazide

Conditions
ConditionsYield
In methanol for 5h; Heating;72%
1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

aniline
62-53-3

aniline

Z-3-amino-1-phenylimino-1H-isoindole
36411-32-2

Z-3-amino-1-phenylimino-1H-isoindole

Conditions
ConditionsYield
In ethanol for 2h; Heating;71%
pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

Z-3-amino-1-(3-pyridyl)imino-1H-isoindole

Z-3-amino-1-(3-pyridyl)imino-1H-isoindole

Conditions
ConditionsYield
In ethanol for 22h; Heating;67%
2,6-Diaminopyridine
141-86-6

2,6-Diaminopyridine

1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

2,6-bis-(1-amino-1H-isoindole-3-ylideneamino)pyridine
20435-84-1

2,6-bis-(1-amino-1H-isoindole-3-ylideneamino)pyridine

Conditions
ConditionsYield
In methanol Heating;62%
1-imino-1H-isoindol-3-amine
3468-11-9

1-imino-1H-isoindol-3-amine

o-toluidine
95-53-4

o-toluidine

Z-3-amino-1-(2-methylphenyl)imino-1H-isoindole
1001410-41-8, 304864-37-7, 119472-07-0, 119472-19-4

Z-3-amino-1-(2-methylphenyl)imino-1H-isoindole

Conditions
ConditionsYield
In butan-1-ol for 4h; Heating;62%

3468-11-9Upstream product

3468-11-9Relevant articles and documents

The unsubstituted ortho-amidino benzoic acid: crystal structure, characterization and pK a determination

Hordiyenko, Olga V.,Biitseva, Angelina V.,Kostina, Yuliya Yu.,Zubatyuk, Roman I.,Shishkin, Oleg V.,Groth, Ulrich M.,Kornilov, Mikhail Yu.

, p. 607 - 616 (2017)

The simplest o-amidino benzoic acid—2-(amino(imino)methyl)benzoic acid—has been isolated in 23?% yield as a side product of the reaction of phthalonitrile and ammonia along with desired 1-imino-1H-isoindol-3-amine. This amidino acid was fully characterized by nuclear magnetic resonance, IR spectroscopy, mass spectrometry; pKa values were also determined. X-ray diffraction study and quantum chemical calculations revealed that in the solid state it exists as a zwitterion that is stabilized by intermolecular hydrogen bonds.

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