1H-Indole-2-carboxylicacid, hydrazide supplier

Name
1H-INDOLE-2-CARBOXYLIC ACID HYDRAZIDE
EINECS
CAS No. 5055-39-0
Article Data50
CAS DataBase
Density 1.353 g/cm³
Solubility
Melting Point 228-230 °C
Formula C₉H₉N₃O
Boiling Point
Molecular Weight 175.19
Flash Point
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms Indole-2-carboxylicacid, hydrazide (7CI,8CI);2-Indolecarbohydrazide;2-Indolecarboxylichydrazide;NSC 28895;NSC 71793;
PSA 70.91000
LogP 1.86260

Synthetic route

: 3770-50-1
2-carbethoxyindole

: 5055-39-0
indole-2-carbohydrazide

Conditions

Conditions	Yield
With hydrazine hydrate Heating;	98%
With hydrazine hydrate In ethanol for 4h; Heating;	98.5%
With hydrazine hydrate In ethanol Reflux;	84%

: 1202-04-6
indole-2-carboxylic acid methyl ester

: 5055-39-0
indole-2-carbohydrazide

Conditions

Conditions	Yield
With hydrazine hydrate Microwave irradiation;	97%
With hydrazine hydrate Microwave irradiation; Reflux;	97%
With hydrazine hydrate In methanol for 6h; Reflux;	92%

: 1477-50-5
Indole-2-carboxylic acid

: 5055-39-0
indole-2-carbohydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol for 4h; Reflux;	90%
Stage #1: Indole-2-carboxylic acid With thionyl chloride at 100℃; for 2h; Stage #2: With hydrazine hydrate In ethanol at 100℃; for 2h;	42%
Multi-step reaction with 2 steps 1: sulfuric acid / 0.33 h / 140 °C / Microwave irradiation 2: hydrazine hydrate / ethanol / 0.25 h / 140 °C / Microwave irradiation View Scheme

indole-α-carboxylic acid methyl ester: indole-α-carboxylic acid methyl ester

: 5055-39-0
indole-2-carbohydrazide

Conditions

Conditions	Yield
With hydrazine

: 4792-54-5
ethyl pyruvate phenylhydrazone

: 5055-39-0
indole-2-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / toluene 2: hydrazine / water View Scheme

: 120-72-9
indole

: 5055-39-0
indole-2-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2.1: sulfuric acid / ethanol / 20 h / Reflux 2.2: 24 h / Reflux View Scheme

: 5055-39-0
indole-2-carbohydrazide

: 623-27-8
terephthalaldehyde,

: N',N"-(1,4-phenylenebis(methan-1-yl-1-ylidene))bis(1H-indole-2-carbohydrazide)

Conditions

Conditions	Yield
With acetic acid In N,N-dimethyl-formamide for 0.1h; Microwave irradiation;	99%
With acetic acid In N,N-dimethyl-formamide for 0.1h; Concentration; Reflux; Microwave irradiation;	99%
With acetic acid In ethanol Reflux;	90%

: 64-18-6
formic acid

: 5055-39-0
indole-2-carbohydrazide

: 64932-49-6
1H-indole-2-carboxylic acid N2-formyl-hydrazide

Conditions

Conditions	Yield
for 6h; Reflux;	98%
for 6h; Heating;	74%

: 5055-39-0
indole-2-carbohydrazide

: 83-38-5
2,6-dichlorobenzaldehyde

: N'-(2,6-dichlorobenzylidene)-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In water for 3h; Reflux;	98%

: 5055-39-0
indole-2-carbohydrazide

: 90490-54-3
4-oxo-1,4-dihydro-pyridine-3-carbaldehyde

: (E)-N-[(4-hydroxypyridin-3-yl)methylene]-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
In ethanol Reflux; Inert atmosphere;	96%

: 5055-39-0
indole-2-carbohydrazide

: 100-52-7
benzaldehyde

: 15315-50-1
N'-benzylidene-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In water for 3h; Reflux;	95%
With acetic acid In ethanol for 1.5h; Reflux;	45%
With acetic acid In ethanol for 5h; Reflux;

: 5055-39-0
indole-2-carbohydrazide

: 95-01-2
2,4-Dihydroxybenzaldehyde

: N'-(2,4-dihydroxybenzylidene)-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In water for 3h; Reflux;	95%

: 1194-98-5
2,5-Dihydroxybenzaldehyde

: 5055-39-0
indole-2-carbohydrazide

: N'-(2,5-dihydroxybenzylidene)-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In water for 3h; Reflux;	95%

: 7509-12-8, 83342-70-5
1,4-dihydro-4-oxoquinoline-3-carbaldehyde

: 5055-39-0
indole-2-carbohydrazide

: (E)-N-[(4-hydroxyquinolin-3-yl)methylene]-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
In ethanol Reflux; Inert atmosphere;	95%

: 2058-74-4
1-methyl-1H-indole-2,3-dione

: 5055-39-0
indole-2-carbohydrazide

: N'-[(3Z)-1-methyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux;	95%

: 5055-39-0
indole-2-carbohydrazide

: 1122-82-3
isothiocyanatocyclohexane

: 369614-71-1
C16H20N4OS

Conditions

Conditions	Yield
In ethanol Heating;	94%
In ethanol for 5h; Reflux;

: 5055-39-0
indole-2-carbohydrazide

: 123-11-5
4-methoxy-benzaldehyde

: 15315-59-0
N'-(4-methoxybenzylidene)-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In water for 3h; Reflux;	94%
With acetic acid In ethanol for 1.5h; Reflux;	30%

: 672-13-9
2-hydroxy-5-methoxybenzaldehyde

: 5055-39-0
indole-2-carbohydrazide

: N'-[(2-hydroxy-5-methoxyphenyl)methylidene]-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In water for 3h; Reflux;	93%
In ethanol Reflux;	81%

: 5055-39-0
indole-2-carbohydrazide

: 591-31-1
3-methoxy-benzaldehyde

: 33521-39-0
N'-(3-methoxybenzylidene)-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In water for 3h; Reflux;	93%

: 5055-39-0
indole-2-carbohydrazide

: C7H6O2

: (E)-N'-(2-hydroxybenzylidene)-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
In ethanol Reflux; Inert atmosphere;	93%

: 5055-39-0
indole-2-carbohydrazide

: 123-08-0
4-hydroxy-benzaldehyde

: 15315-58-9
N'-[(4-hydroxyphenyl)methylidene]-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
In ethanol Reflux;	93%

: 5055-39-0
indole-2-carbohydrazide

: 103-72-0
phenyl isothiocyanate

: 152586-37-3
N1-phenyl-2-[(1H-2-indolyl)carbonyl]-1-hydrazinecarbothioamide

Conditions

Conditions	Yield
In ethanol for 0.5h; Addition; Heating;	92%
In ethanol for 4h; Reflux;	91%
In ethanol Heating;	87%
In ethanol for 5h; Reflux;
In ethanol at 100℃; for 0.166667h; Microwave irradiation;

: 5055-39-0
indole-2-carbohydrazide

: 104-88-1
4-chlorobenzaldehyde

: 1H-indole-2-carboxylic acid (4-chlorobenzylidene)hydrazide

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	92%
In ethanol; acetic acid for 3h; Heating;	58%

: 5055-39-0
indole-2-carbohydrazide

: 123-08-0
4-hydroxy-benzaldehyde

: (E)-N'-(4-hydroxybenzylidene)-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	92%
In ethanol for 18h; Reflux;	80%

: 500-22-1
3-pyridinecarboxaldehyde

: 5055-39-0
indole-2-carbohydrazide

: (E)-N'-((pyridin-3-yl)methylene)-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	92%
With acetic acid In ethanol Reflux;	71%

: 5055-39-0
indole-2-carbohydrazide

: 94-02-0
ethyl 3-oxo-3-phenylpropionate

: 2-(1H-indole-2-carbonyl)-5-phenyl-2,4-dihydro-pyrazol-3-one

Conditions

Conditions	Yield
With acetic acid Reflux; Microwave irradiation;	92%

: 5055-39-0
indole-2-carbohydrazide

: 52344-93-1
methyl 2-formyl-3,5-dimethoxybenzoate

: (E)-methyl2-((2-(1H-indole-2-carbonyl)hydrazono)methyl)-3,5-dimethoxy-benzoate

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	91%

: 5055-39-0
indole-2-carbohydrazide

: 6280-80-4
2-Formylphenoxyacetic acid

: (E)-2-(2-((2-(1H-indole-2-carbonyl)hydrazono)methyl)phenoxy)acetic acid

Conditions

Conditions	Yield
In ethanol for 1h; Reflux;	91%

: 39755-95-8
5-methoxyisatine

: 5055-39-0
indole-2-carbohydrazide

: N'-[(3Z)-5-methoxy-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux;	91%

: 5055-39-0
indole-2-carbohydrazide

: 63149-33-7
9-formyl-8-hydroxyjulolidine

: N'-[(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]-quinolin-9-yl)methylidene]-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
In ethanol Reflux;	91%

: 5055-39-0
indole-2-carbohydrazide

: 100-52-7
benzaldehyde

: 1H-indole-2-carboxylic acid benzylidene-hydrazide

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	90%
In ethanol for 6h; Reflux;	77%
In ethanol; acetic acid for 3h; Heating;	74%

: 621-59-0
isovanillin

: 5055-39-0
indole-2-carbohydrazide

: (E)-N'-(3-hydroxy-4-methoxybenzylidene)-1H-indole-2-carbohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	90%
In ethanol for 18h; Reflux;	90%

1H-Indole-2-carboxylicacid, hydrazide Specification

The CAS register number of 1H-Indole-2-carboxylicacid, hydrazide is 5055-39-0. It also can be called as 2-Indolecarboxylichydrazide. The molecular formula about this chemical is C₉H₉N₃O and the molecular weight is 175.19. This chemical may cause inflammation to the skin or other mucous membranes.

Physical properties about 1H-Indole-2-carboxylicacid, hydrazide are: (1)ACD/LogP: 0.17; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 18.51; (5)ACD/KOC (pH 7.4): 18.58; (6)#H bond acceptors: 4; (7)#H bond donors: 4; (8)#Freely Rotating Bonds: 2; (9)Polar Surface Area: 28.48 Å²; (10)Index of Refraction: 1.719; (11)Molar Refractivity: 51.05 cm³; (12)Molar Volume: 129.3 cm³; (13)Polarizability: 20.23x10^-24cm³; (14)Surface Tension: 69.1 dyne/cm; (15)Density: 1.353 g/cm³.

Preparation: this chemical can be prepared by indole-2-carboxylic acid ethyl ester. This reaction will need reagent of H₂NNH₂*H₂O. The reaction needs heating. The yield is about 98%.

Uses of 1H-Indole-2-carboxylicacid, hydrazide: it can be used to produce 5-indol-2-yl-3H-[1,3,4]oxadiazole-2-thione with carbon disulfide. This reaction will need reagent of KOH and solvent of ethanol, H₂O. This reaction needs heating. The reaction time is 6 hours. The yield is about 82%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c2cc1ccccc1n2)NN
(2)InChI: InChI=1/C9H9N3O/c10-12-9(13)8-5-6-3-1-2-4-7(6)11-8/h1-5,11H,10H2,(H,12,13)
(3)InChIKey: DZLFRQHFFVRYEE-UHFFFAOYAJ
(4)Std. InChI: InChI=1S/C9H9N3O/c10-12-9(13)8-5-6-3-1-2-4-7(6)11-8/h1-5,11H,10H2,(H,12,13)
(5)Std. InChIKey: DZLFRQHFFVRYEE-UHFFFAOYSA-N

Product Name

1H-INDOLE-2-CARBOXYLIC ACID HYDRAZIDE

Synthetic route

1H-Indole-2-carboxylicacid, hydrazide Specification

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