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Home > Encyclopedia > 3-Chlorobenzohydrazide

3-Chlorobenzohydrazide

3-Chlorobenzohydrazide structure

3-Chlorobenzohydrazide 

structure
  • CAS No:

    1673-47-8

  • Formula:

    C7H7ClN2O

  • Chemical Name:

    3-Chlorobenzohydrazide

  • Synonyms:

    Benzoic acid,3-chloro-,hydrazide;Benzoic acid,m-chloro-,hydrazide;m-Chlorobenzoic acid hydrazide;3-Chlorobenzhydrazide;(m-Chlorobenzoyl)hydrazine;3-Chlorobenzoyl hydrazide;(3-Chlorobenzoyl)hydrazine;m-Chlorobenzoic hydrazide;3-Chlorobenzoic acid hydrazide;3-Chlorobenzohydrazide;3-Chlorobenzenecarboxylic acid hydrazide;m-Chlorobenzoyl hydrazide;3-Chlorobenzoic hydrazide;3-Chlorobenzohydroazide;3-Chlorobenzene-1-carbohydrazide

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

White crystalline powder

3-Chlorobenzohydrazide Basic Attributes

170.6

170.60

973243

216-812-5

DTXSID20168272

29280090

Characteristics

55.1

1.2

1.323±0.06 g/cm3(Predicted)

155-156 °C

165.7ºC

1.593

Safety Information

IRRITANT

36/37/38

26-36/37/39

Xi

Irritant

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 6 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

3-Chlorobenzohydrazide Use and Manufacturing

General procedure: Hydrazides (30–58) were synthesized by one pot conventionalmethod24 Benzoic acid or its derivative (10 mmol) was dissolvedin ethanol (20 mL). Sulfuric acid (3 N, 2 mL) was added and thereaction contents were refluxed for six hours. The reaction wasmonitored with TLC. After the completion of the reaction, the reactionmixture was neutralized by adding solid NaHCO3, and filteredto remove excess of NaHCO3. In the neutralized reaction mixture which contains ethyl ester, hydrazine monohydrate (1.5 mL, 3 mmol) was added and refluxed for 3–6 h to complete the reaction.Ethanol and unreacted hydrazine were removed by distillationupto 1/3 volume. The reaction contents were cooled, filteredand recrystallized from methanol to obtain the desired hydrazidecrystals (see Supporting information).To a solution of 3-chlorobenzoic acid (1 g, 6.39 mmol) in ethanol (10 mL) was added cHCl (5 drops) and the mixture heated at reflux overnight. The solvents were evaporated to give the target compound as a white solid. This compound was then dissolved in ethanol (10 mL) and hydrazine hydrate (6.21 mL, 128 mmol) was added and the mixture heated at reflux overnight. Solvents were evaporated and the product was purified by flash chromatography using a gradient mixture of ethyl acetate and hexanes to give the desire compound as a yellow solid (890 mg, 81percent over 2 steps). 3-Chlorobenzhydrazide

Computed Properties

Molecular Weight:170.59
XLogP3:1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:170.0246905
Monoisotopic Mass:170.0246905
Topological Polar Surface Area:55.1
Heavy Atom Count:11
Complexity:151
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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