30065-27-1|2-((1H-Benzo[d]imidazol-2-yl)thio)acetohydrazide| Ambeed

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Quality Control of [ 30065-27-1 ] Purity: 95% SDS Specification

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Product Details of [ 30065-27-1 ]

CAS No. :	30065-27-1
Formula :	C₉H₁₀N₄OS
M.W :	222.27
SMILES Code :	O=C(NN)CSC1=NC2=CC=CC=C2N1
MDL No. :	MFCD00171027
InChI Key :	UIHKXOZJFOTOCE-UHFFFAOYSA-N
Pubchem ID :	676606

Safety of [ 30065-27-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H312-H332
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Application In Synthesis of [ 30065-27-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 30065-27-1 ]

[ 30065-27-1 ] Synthesis Path-Downstream 1~35

1
[ 5429-62-9 ]
[ 30065-27-1 ]

Yield	Reaction Conditions	Operation in experiment
92%	With hydrazine hydrate; In ethanol; for 3.0h;Reflux;	A mixture of 3 (2.36 g, 0.01 mole), hydrazine hydrate (1.5 g, 0.03 mole) and ethanol(40 ml) was heated under reflux for 3 h. (TLC). The product was filtered off, recystallized from ethanol to yield white powder in 92% yield, m.p.143-145C Rf = 0.33 (5% MeOH in CH2Cl2). 1H NMR (DMSOd6): d = 2.11 (brs, 2H, NH2), 4.50 (s, 2H, CH2), 5.35(brs, 1H, NH), 7.27 (d, 2H, J= 5.5 Hz, Ar-H), 7.55 (d,2H, J= 5.5 Hz, Ar-H), 8.35 (brs, 1H, NH).
70%	With hydrazine hydrate; In ethanol; for 6.0h;Reflux;	The mixture of 2-carboxy ethyl thio 1H-benzimidazole 4 gm (0.004 mole) and Hydrazine hydrate 6 ml (0.01 mole) are mixed well in a RBF and heated on water bath for 10min. then dissolved in 60 ml ethanol, the reaction mixture is heated with reflux condenser for six hours, cooled to room temperature and the reaction mixture was added to 100 gm of ice-water, and kept aside for the crystallization. The colorless crystals are collected by filtration, and recrystallized from water.
62%	With hydrazine hydrate; In ethanol; for 15.0h;Reflux;	To above ester dissolved in appropriate quantity of ethanol (25ml) hydrazine hydrate (0.1mole, 5ml)was added and refluxed for 15hrs. The mixture was kept for 10-12 hours at room temperature, solid obtained was filtered. Yield 62%, m. p. 236C.

62%	With hydrazine hydrate; In ethanol; for 5.0h;	General procedure: A solution (20 mL) of hydrazine hydrate (5 mL) in EtOH (15 mL) was added as portionsinto the reaction mixture of ethyl 2-((benzazol-2-yl)thio)acetate 2a-2b (0.012 mol) in EtOH(50 mL). The reaction mixture was stirred for 5 h. The precipitated product was filtered, washedwith cold-ethanol, dried and recrystallized from EtOH. To afford the following compounds:2-((1H-benzimidazol-2-yl)thio)acetohydrazide (3a), CAS No:30065-27-1, Yield 62%, m.p. = 164-166 C (measured), m.p. = 165-166 C (reported) [63]; 2-((1H-benzothiazole-2-yl)thio)acetohydrazide (3b),CAS No:24044-91-5, Yield 81%, m.p. = 175-177 C (measured), m.p. = 173-174 C (reported) [62].
	With hydrazine; for 4.0h;Reflux;	General procedure: [Method 2] Ethyl chloroacetate (0.1mol), was addeddrop-wise to a stirred solution of 2- mercaptobenzimidazole2(0.1mol), and sodium hydroxide (0.1mol) in absolute ethanol(100ml). The reaction mixture was refluxed for 6 hours, filteredand the crude product was recrystallized from ethanolto give ethyl 2-(1H-benzo[d]imidazol-2-ylthio) acetate (4).The mixture of ester 4 (0.05mol) and appropriate aromaticamine (0.2mol) was refluxed for 4 hours, cooled and pouredinto ice water. The precipitate was filtered off and then recrystallizedfrom ethanol to give 3a-l.

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1990,vol. 29,p. 1097 - 1100.
[2]Oriental Journal of Chemistry,2017,vol. 33,p. 2303 - 2310.
[3]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.
[4]European Journal of Medicinal Chemistry,2010,vol. 45,p. 1753 - 1759.
[5]Archiv der Pharmazie,2011,vol. 344,p. 311 - 319.
[6]Journal of the Korean Chemical Society,2013,vol. 57,p. 755 - 760.
[7]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1992,vol. 31,p. 673 - 676.
[8]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1993,vol. 32,p. 905 - 907.
[9]Oriental Journal of Chemistry,2014,vol. 30,p. 211 - 217.
[10]Molecules,2018,vol. 23.
[11]Nippon Kagaku Zasshi,1956,vol. 77,p. 480.
Chem.Abstr.,1958,p. 9084.
[12]Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical,2002,vol. 41,p. 780 - 784.
[13]Journal of the Indian Chemical Society,2008,vol. 85,p. 22 - 25.
[14]Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical,2008,vol. 47,p. 1793 - 1797.
[15]Medicinal Chemistry,2022,vol. 18,p. 238 - 248.

2
[ 500-22-1 ]
[ 30065-27-1 ]
[ 154017-16-0 ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1993,vol. 32,p. 905 - 907.

3
[ 30065-27-1 ]
[ 622-59-3 ]
[ 62638-91-9 ]

References: [1]Journal of Pharmaceutical Sciences,1980,vol. 69,p. 1348 - 1350.

4
[ 30065-27-1 ]
[ 622-78-6 ]
C₁₇H₁₇N₅OS₂ [ No CAS ]

References: [1]Journal of Pharmaceutical Sciences,1980,vol. 69,p. 1348 - 1350.

5
[ 30065-27-1 ]
[ 90-02-8 ]
[ 63875-31-0 ]

Yield	Reaction Conditions	Operation in experiment
90%	With acetic acid; In ethanol;Reflux;	General procedure: A solution of 4 (0.01 mol), an aromatic aldehyde (0.01 mol) in abs. ethanol (30 ml) and glacial acetic acid (1 ml) was refluxed for 6-8 h (TLC). The solvent was evaporated under reduced pressure and the residue was filtered off and recrystallized from ethanol to afford 8(a-d) in 88-94% yields.

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1990,vol. 29,p. 1097 - 1100.
[2]Oriental Journal of Chemistry,2017,vol. 33,p. 2303 - 2310.
[3]Journal of the Indian Chemical Society,2008,vol. 85,p. 22 - 25.
[4]Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical,2008,vol. 47,p. 1793 - 1797.
[5]European Journal of Medicinal Chemistry,2010,vol. 45,p. 1753 - 1759.
[6]Archiv der Pharmazie,2011,vol. 344,p. 311 - 319.
[7]E-Journal of Chemistry,2011,vol. 8,p. 1900 - 1910.

6
[ 30065-27-1 ]
[ 103-72-0 ]
[ 62638-88-4 ]

References: [1]Pharmaceutical Chemistry Journal,1997,vol. 31,p. 311 - 313.
[2]Journal of Pharmaceutical Sciences,1980,vol. 69,p. 1348 - 1350.

7
[ 30065-27-1 ]
[ 148-53-8 ]
[ 132371-34-7 ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1990,vol. 29,p. 1097 - 1100.
[2]Journal of the Indian Chemical Society,2008,vol. 85,p. 22 - 25.
[3]Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical,2008,vol. 47,p. 1793 - 1797.
[4]European Journal of Medicinal Chemistry,2010,vol. 45,p. 1753 - 1759.
[5]Archiv der Pharmazie,2011,vol. 344,p. 311 - 319.
[6]E-Journal of Chemistry,2011,vol. 8,p. 1900 - 1910.

8
[ 30065-27-1 ]
[ 3288-04-8 ]
C₁₇H₁₇N₅O₂S₂ [ No CAS ]

References: [1]Journal of Pharmaceutical Sciences,1980,vol. 69,p. 1348 - 1350.

9
[ 30065-27-1 ]
[ 614-69-7 ]
[ 62638-89-5 ]

References: [1]Journal of Pharmaceutical Sciences,1980,vol. 69,p. 1348 - 1350.

10
[ 30065-27-1 ]
[ 621-30-7 ]
[ 62638-90-8 ]

References: [1]Journal of Pharmaceutical Sciences,1980,vol. 69,p. 1348 - 1350.

11
[ 30065-27-1 ]
[ 592-82-5 ]
C₁₄H₁₉N₅OS₂ [ No CAS ]

References: [1]Journal of Pharmaceutical Sciences,1980,vol. 69,p. 1348 - 1350.

12
[ 30065-27-1 ]
[ 91-56-5 ]
[ 180904-57-8 ]

References: [1]Il Farmaco,1996,vol. 51,p. 437 - 442.

13
[ 2525-16-8 ]
[ 30065-27-1 ]
(1H-benzoimidazol-2-ylsulfanyl)-acetic acid N'-(4,5,6,7-tetrahydro-3H-azepin-2-yl)-hydrazide [ No CAS ]

References: [1]Pharmaceutical Chemistry Journal,1997,vol. 31,p. 311 - 313.

14
[ 15200-13-2 ]
[ 30065-27-1 ]
(1H-benzoimidazol-2-ylsulfanyl)-acetic acid N'-(3,4,5,6-tetrahydro-pyridin-2-yl)-hydrazide [ No CAS ]

References: [1]Pharmaceutical Chemistry Journal,1997,vol. 31,p. 311 - 313.

15
[ 30065-27-1 ]
[ 1122-82-3 ]
C₁₆H₂₁N₅O₂S [ No CAS ]

References: [1]Pharmaceutical Chemistry Journal,1997,vol. 31,p. 311 - 313.

16
[ 89-95-2 ]
[ 30065-27-1 ]
[ 63875-31-0 ]

17
[ 608-05-9 ]
[ 30065-27-1 ]
2-(1H-benzimidazol-2-ylthio)-N-(5-methyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetohydrazide [ No CAS ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2004,vol. 43,p. 212 - 216.

18
[ 443-69-6 ]
[ 30065-27-1 ]
2-(1H-benzimidazol-2-ylthio)-N-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetohydrazide [ No CAS ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2004,vol. 43,p. 212 - 216.

19
[ 611-09-6 ]
[ 30065-27-1 ]
2-(1H-benzimidazol-2-ylthio)-N-(5-nitro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetohydrazide [ No CAS ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2004,vol. 43,p. 212 - 216.

20
[ 30065-27-1 ]
[ 91-56-5 ]
2-(1H-benzimidazol-2-ylthio)-N-(2-oxo-1,2-dihydro-3H-indol-3-ylidene) acetohydrazide [ No CAS ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2004,vol. 43,p. 212 - 216.

21
[ 30065-27-1 ]
[ 87-48-9 ]
2-(1H-benzimidazol-2-ylthio)-N-(5-bromo-2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetohydrazide [ No CAS ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2004,vol. 43,p. 212 - 216.

22
[ 30065-27-1 ]
[ 104-88-1 ]
[ 30184-92-0 ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.
[2]European Journal of Medicinal Chemistry,2010,vol. 45,p. 1753 - 1759.
[3]Archiv der Pharmazie,2011,vol. 344,p. 311 - 319.

23
[ 30065-27-1 ]
[ 89-98-5 ]
[ 292181-58-9 ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

24
[ 30065-27-1 ]
[ 555-16-8 ]
[ 63875-32-1 ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

25
[ 30065-27-1 ]
[ 86-81-7 ]
[ 305338-94-7 ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

26
[ 30065-27-1 ]
[ 123-08-0 ]
[ 111184-09-9 ]

27
[ 30065-27-1 ]
[ 123-11-5 ]
[ 30065-40-8 ]

28
[ 30065-27-1 ]
[ 587-04-2 ]
[ 292181-25-0 ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

29
[ 30065-27-1 ]
[ 100-83-4 ]
[ 292181-30-7 ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

30
[ 30065-27-1 ]
[ 135-02-4 ]
[ 342038-72-6 ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

31
[ 134469-07-1 ]
[ 30065-27-1 ]

References: [1]Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical,2002,vol. 41,p. 780 - 784.
[2]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.
[3]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1993,vol. 32,p. 905 - 907.
[4]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1992,vol. 31,p. 673 - 676.
[5]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1990,vol. 29,p. 1097 - 1100.
[6]Archiv der Pharmazie,2011,vol. 344,p. 311 - 319.
[7]Journal of the Korean Chemical Society,2013,vol. 57,p. 755 - 760.
[8]Oriental Journal of Chemistry,2014,vol. 30,p. 211 - 217.
[9]Oriental Journal of Chemistry,2017,vol. 33,p. 2303 - 2310.
[10]Molecules,2018,vol. 23.
[11]Medicinal Chemistry,2022,vol. 18,p. 238 - 248.

32
[ 30065-27-1 ]
2-(1H-benzoimidazol-2-ylsulfanyl)-N-[3-chloro-2-(2-methoxy-phenyl)-4-oxo-azetidin-1-yl]-acetamide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

33
[ 30065-27-1 ]
2-(1H-benzoimidazol-2-ylsulfanyl)-N-[3-chloro-2-(4-methoxy-phenyl)-4-oxo-azetidin-1-yl]-acetamide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

34
[ 30065-27-1 ]
2-(1H-benzoimidazol-2-ylsulfanyl)-N-[3-chloro-2-(3-hydroxy-phenyl)-4-oxo-azetidin-1-yl]-acetamide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

35
[ 30065-27-1 ]
2-(1H-benzoimidazol-2-ylsulfanyl)-N-[3-chloro-2-(4-hydroxy-phenyl)-4-oxo-azetidin-1-yl]-acetamide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 8271 - 8279.

Historical Records

Technical Information

• Acyl Group Substitution • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Complex Metal Hydride Reductions • Hydride Reductions • Lawesson's Reagent • Leuckart-Wallach Reaction • Mannich Reaction • Nucleophilicity of Sulfur Compounds • Oxidation States of Sulfur Compounds • Petasis Reaction • Preparation of Amines • Reactions of Amines • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Ugi Reaction

Related Functional Groups of
[ 30065-27-1 ]

Amides

A629638 [63503-80-0]

2-((5,6-Dimethyl-1H-benzo[d]imidazol-2-yl)thio)acetohydrazide

Similarity: 0.89

Hydrazides

A629638 [63503-80-0]

2-((5,6-Dimethyl-1H-benzo[d]imidazol-2-yl)thio)acetohydrazide

Similarity: 0.89

Amines

A629638 [63503-80-0]

2-((5,6-Dimethyl-1H-benzo[d]imidazol-2-yl)thio)acetohydrazide

Similarity: 0.89

Hydrazines

A629638 [63503-80-0]

2-((5,6-Dimethyl-1H-benzo[d]imidazol-2-yl)thio)acetohydrazide

Similarity: 0.89

Sulfides

A629638 [63503-80-0]

2-((5,6-Dimethyl-1H-benzo[d]imidazol-2-yl)thio)acetohydrazide

Similarity: 0.89

Related Parent Nucleus of
[ 30065-27-1 ]

Benzimidazoles

A629638 [63503-80-0]

2-((5,6-Dimethyl-1H-benzo[d]imidazol-2-yl)thio)acetohydrazide

Similarity: 0.89

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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 30065-27-1

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