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1H-Indole-2-carboxylicacid, hydrazide

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Name

1H-Indole-2-carboxylicacid, hydrazide

EINECS N/A
CAS No. 5055-39-0 Density 1.353 g/cm3
PSA 70.91000 LogP 1.86260
Solubility N/A Melting Point 228-230 °C
Formula C9H9N3O Boiling Point N/A
Molecular Weight 175.19 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 5055-39-0 (1H-INDOLE-2-CARBOXYLIC ACID HYDRAZIDE) Hazard Symbols IrritantXi
Synonyms

Indole-2-carboxylicacid, hydrazide (7CI,8CI);2-Indolecarbohydrazide;2-Indolecarboxylichydrazide;NSC 28895;NSC 71793;

Article Data 50

1H-Indole-2-carboxylicacid, hydrazide Synthetic route

3770-50-1

2-carbethoxyindole

5055-39-0

indole-2-carbohydrazide

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrazine
4792-54-5

ethyl pyruvate phenylhydrazone

5055-39-0

indole-2-carbohydrazide

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In ethanol Reflux; Inert atmosphere;96%

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

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