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CAS No.: | 2361-27-5 |
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Name: | 2-Thiophenecarboxylic acid hydrazide |
Article Data: | 48 |
Molecular Structure: | |
Formula: | C5H6N2OS |
Molecular Weight: | 142.181 |
Synonyms: | 2-Thenoylhydrazide;2-Thenoylhydrazine;2-Thienoylhydrazine;2-Thienyl hydrazide;2-Thienylcarboxylic acid hydrazide;2-Thiophenecarbohydrazonic acid;2-Thiophenecarbonyl hydrazide;2-Thiophenecarboxylic hydrazide;NSC 653;Thiophene-2-carbohydrazide; |
EINECS: | 219-107-0 |
Density: | 1.335 g/cm3 |
Melting Point: | 136-139 °C(lit.) |
Boiling Point: | 260oC at 760mmHg |
Flash Point: | 117.8oC |
Appearance: | white to light yellow crystal powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36-24/25 |
PSA: | 83.36000 |
LogP: | 1.44280 |
Conditions | Yield |
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Stage #1: 2-thiophenylcarboxylic acid With dicyclohexyl-carbodiimide In acetonitrile at 0 - 20℃; Stage #2: With benzotriazol-1-ol In acetonitrile at 0 - 20℃; Stage #3: With hydrazine hydrate In acetonitrile at 0 - 20℃; for 5h; | 87% |
Multi-step reaction with 2 steps 1: sulfuric acid / 8 h / Reflux 2: hydrazine hydrate / ethanol / 24 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: thionyl chloride / Reflux 2: Reflux 3: hydrazine hydrate View Scheme |
1,3-dicyclohexyl-1-(thiophene-2-carbonyl)urea
2-thienylhydrazide
Conditions | Yield |
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With hydrazine hydrate In acetonitrile at 0 - 20℃; for 6h; | 87% |
Conditions | Yield |
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With hydrazine hydrate In methanol for 0.0833333h; Microwave irradiation; | 86.7% |
With hydrazine hydrate In ethanol at 70℃; for 3.5h; | 81% |
With hydrazine hydrate In ethanol at 80℃; for 18h; | 80% |
Conditions | Yield |
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With hydrazine hydrate In ethanol Reflux; | 81% |
With hydrazine hydrate | 8% |
With hydrazine In ethanol Heating / reflux; |
2-thienylhydrazide
Conditions | Yield |
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With hydrazine hydrate |
C10H14N2O3S
2-thienylhydrazide
Conditions | Yield |
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With hydrogenchloride In 1,4-dioxane at 20℃; |
Conditions | Yield |
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Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere 2: hydrazine hydrate / methanol / 3 h / Reflux View Scheme | |
Stage #1: 2-Thiophenecarbonyl chloride With N,N-dimethyl-formamide In methanol at 20℃; for 1h; Inert atmosphere; Stage #2: With hydrazine hydrate In methanol for 3h; Reflux; | |
With hydrazine hydrate In methanol at 65℃; for 4h; | |
With hydrazine hydrate; triethylamine In methanol at 65℃; for 4h; |
2-thienylhydrazide
2-(phenylsulfonyl)-ethanimidic acid ethyl ester hydrochloride
thiophene-2-carboxylic acid N'-(2-benzenesulfonyl-1-iminoethyl)hydrazide
Conditions | Yield |
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Stage #1: 2-(phenylsulfonyl)-ethanimidic acid ethyl ester hydrochloride With sodium hydroxide In chloroform; water Stage #2: 2-thienylhydrazide In chloroform at 50℃; for 24h; | 100% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere; | 100% |
With triethylamine In dichloromethane at 20℃; for 16h; | |
With triethylamine In dichloromethane at 0 - 20℃; | |
With triethylamine In dichloromethane at 0 - 20℃; for 6h; |
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The IUPAC name of 2-Thiophenecarboxylicacid, hydrazide is thiophene-2-carbohydrazide. With the CAS registry number 2361-27-5, it is also named as Thiophene-2-carboxylic acid hydrazide. The product's categories are Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; Thiophene & Benzothiophene; Organic Acids; Building Blocks; Heterocyclic Building Blocks; Thiophenes. Besides, it is white to light yellow crystal powder, which should be stored in sealed containers in a cool, dry place. In addition, its molecular formula is C5H6N2OS and molecular weight is 142.18.
The other characteristics of this product can be summarized as: (1)EINECS: 219-107-0; (2)ACD/LogP: -0.08; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -0.08; (5)ACD/LogD (pH 7.4): -0.08; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 21.64; (9)ACD/KOC (pH 7.4): 21.68; (10)#H bond acceptors: 3; (11)#H bond donors: 3; (12)#Freely Rotating Bonds: 2; (13)Polar Surface Area: 51.79 Å2; (14)Index of Refraction: 1.615; (15)Molar Refractivity: 37.16 cm3; (16)Molar Volume: 106.4 cm3; (17)Polarizability: 14.73×10-24cm3; (18)Surface Tension: 57.3 dyne/cm; (19)Density: 1.335 g/cm3; (20)Melting point 136-139 °C.
Uses of 2-Thiophenecarboxylicacid, hydrazide: it can react with pyridine-4-carbaldehyde to get thiophene-2-carboxylic acid pyridin-4-ylmethylene-hydrazide.
This reaction needs ethanol by heating on a steam bath for 30 min. The yield is 89 %.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing to avoid contact with skin and eyes.
People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(NN)c1sccc1
(2)InChI: InChI=1/C5H6N2OS/c6-7-5(8)4-2-1-3-9-4/h1-3H,6H2,(H,7,8)
(3)InChIKey: SOGBOGBTIKMGFS-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C5H6N2OS/c6-7-5(8)4-2-1-3-9-4/h1-3H,6H2,(H,7,8)
(5)Std. InChIKey: SOGBOGBTIKMGFS-UHFFFAOYSA-N