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Cas Database

93209-97-3

93209-97-3

Identification

Synonyms:2-Amino-4-(2,4-dichlorophenyl)thiazole;4-(2,4-Dichlorophenyl)thiazol-2-amine; [4-(2,4-Dichlorophenyl)thiazol-2-yl]amine

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Safety information and MSDS view more

  • Pictogram(s):

  • Hazard Codes:Xi,T

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

  • Manufacture/Brand
  • Product Description
  • Packaging
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  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:4-(2,4-Dichlorophenyl)-1,3-thiazol-2-amine
  • Packaging:250mg
  • Price:$ 55
  • Delivery:In stock
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  • Manufacture/Brand:Oakwood
  • Product Description:4-(2,4-Dichloro-phenyl)-thiazol-2-ylamine
  • Packaging:1g
  • Price:$ 120
  • Delivery:In stock
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  • Manufacture/Brand:Oakwood
  • Product Description:4-(2,4-Dichloro-phenyl)-thiazol-2-ylamine
  • Packaging:100mg
  • Price:$ 27
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-(2,4-Dichlorophenyl)-1,3-thiazol-2-amine
  • Packaging:500mg
  • Price:$ 126
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:4-(2,4-Dichlorophenyl)thiazol-2-amine 95+%
  • Packaging:1g
  • Price:$ 40
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:4-(2,4-Dichlorophenyl)thiazol-2-amine 95+%
  • Packaging:5g
  • Price:$ 119
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  • Manufacture/Brand:Crysdot
  • Product Description:4-(2,4-Dichlorophenyl)thiazol-2-amine 95+%
  • Packaging:10g
  • Price:$ 198
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  • Manufacture/Brand:Crysdot
  • Product Description:4-(2,4-Dichlorophenyl)thiazol-2-amine 95+%
  • Packaging:25g
  • Price:$ 396
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  • Manufacture/Brand:Chemenu
  • Product Description:4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine 95%
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  • Manufacture/Brand:Chemenu
  • Product Description:4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine 95%
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Relevant articles and documentsAll total 24 Articles be found

Solvent-free sonochemical kabachnic-fields reaction to synthesize some new α-aminophosphonates catalyzed by nano-BF3?SiO2

Ravikumar,Mohan,Subramanyam, Ch.,Rao, K. Prasada

, p. 400 - 407 (2018)

To obtain a rapid, efficient synthesis of some new α-aminophosphonates, ultrasonic irradiation has been applied to the reaction mixtures containing amine, aromatic or heteroaromatic aldehydes and triethyl phosphite. The Kabachnik-Fields reaction was performed by using nano-BF3?SiO2 as a recyclable catalyst under solvent free conditions. Key advantages of this procedure consist in the eco-friendly and highly efficient reaction conditions, high yields, an easy work-up procedure, short reaction times and solvent free conditions. All title compounds were characterized by spectral and elemental analysis. They were further screened for their in vitro antioxidant activity by the DPPH, O2? and NO methods. The majority of the title compounds showed good antioxidant activity when compared with the standard antioxidants.

Novel synthesis of 2-Aminothiazoles via Fe(III)-Iodine-catalyzed Hantzsch-type condensation

Ujwaldev, Sankuviruthiyil M.,Harry, Nissy Ann,Neetha, Mohan,Anilkumar, Gopinathan

supporting information, p. 646 - 653 (2020/10/20)

A novel iron-iodine catalyzed one pot synthesis of 2-aminothiazoles from methyl aryl ketones and thiourea is demonstrated. This protocol can be considered as a catalyzed version of the classical Hantzsch aminothiazole synthesis as it enables the in situ generation of α-iodoketones in the reaction medium using catalytic amount of iodine leading to Hantzsch condensation with thiourea. The supply of iodine for multiple catalytic cycles is ensured by using catalytic amounts of iron as it enables iodide to iodine oxidation. The generality of this protocol is also well established in this manuscript by synthesizing a variety of 2-aminothiazoles from different ketones and thiourea.

Design, synthesis, and biological evaluation of novel arylcarboxamide derivatives as anti-tubercular agents

Alsayed, Shahinda S. R.,Beh, Chau Chun,Bishai, William R.,Foster, Neil,Gunosewoyo, Hendra,Lun, Shichun,Luna, Giuseppe,Payne, Alan D.

, p. 7523 - 7540 (2020/03/13)

Our group has previously reported several indolecarboxamides exhibiting potent antitubercular activity. Herein, we rationally designed several arylcarboxamides based on our previously reported homology model and the recently published crystal structure of the mycobacterial membrane protein large 3 (MmpL3). Many analogues showed considerable anti-TB activity against drug-sensitive (DS) Mycobacterium tuberculosis (M. tb) strain. Naphthamide derivatives 13c and 13d were the most active compounds in our study (MIC: 6.55, 7.11 μM, respectively), showing comparable potency to the first line anti-tuberculosis (anti-TB) drug ethambutol (MIC: 4.89 μM). In addition to the naphthamide derivatives, we also identified the quinolone-2-carboxamides and 4-arylthiazole-2-carboxamides as potential MmpL3 inhibitors in which compounds 8i and 18b had MIC values of 9.97 and 9.82 μM, respectively. All four compounds retained their high activity against multidrug-resistant (MDR) and extensively drug-resistant (XDR) M. tb strains. It is worth noting that the two most active compounds 13c and 13d also exhibited the highest selective activity towards DS, MDR and XDR M. tb strains over mammalian cells [IC50 (Vero cells) ≥ 227 μM], indicating their potential lack of cytotoxicity. The four compounds were docked into the MmpL3 active site and were studied for their drug-likeness using Lipinski's rule of five.

Process route upstream and downstream products

Process route

2,4-dichlorophenacyl bromide
2631-72-3

2,4-dichlorophenacyl bromide

thiourea
17356-08-0

thiourea

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

Conditions
Conditions Yield
In ethanol; at 100 ℃; for 0.25h; Sealed tube; Microwave irradiation; Inert atmosphere;
89%
In methanol; at 20 ℃; for 3h;
60%
In PEG-400; at 20 ℃; for 1h;
In ethanol; for 2h; Reflux;
Reflux;
thiourea
17356-08-0

thiourea

1-(2,4-dichlorophenyl)ethan-1-one
2234-16-4

1-(2,4-dichlorophenyl)ethan-1-one

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

Conditions
Conditions Yield
With iodine; at 100 ℃;
54%
With iron(III) chloride hexahydrate; iodine; at 110 ℃; for 24h; Sealed tube; Green chemistry;
50%
With iodine; at 100 ℃;
With bromine; In water; Heating;
With bromine;
thiourea
17356-08-0

thiourea

2,2',4'-trichloroacetophenone
4252-78-2

2,2',4'-trichloroacetophenone

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

Conditions
Conditions Yield
In ethylene glycol; at 20 ℃; for 0.5h;
97%
With pyridine; In propan-1-ol; for 7h; Heating;
90.4%
In ethanol; at 20 ℃;
2,4-dichlorobenzaldeyhde
874-42-0

2,4-dichlorobenzaldeyhde

thiourea
17356-08-0

thiourea

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

Conditions
Conditions Yield
With bromine; In ethanol; water; for 12h; Heating;
1-(2,4-dichlorophenyl)ethan-1-one
2234-16-4

1-(2,4-dichlorophenyl)ethan-1-one

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: Cl2
2: 90.4 percent / pyridine / propan-1-ol / 7 h / Heating
With pyridine; chlorine; In propan-1-ol;
Multi-step reaction with 2 steps
1: copper(ll) bromide / ethanol; chloroform; ethyl acetate / 0.5 h / 65 °C
2: ethanol / 2 h / Reflux
With copper(ll) bromide; In ethanol; chloroform; ethyl acetate;
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; citric acid / ethanol; water / 0.33 h / Reflux
2: Reflux
With N-Bromosuccinimide; citric acid; In ethanol; water;
2,4-dichlorophenylboronic acid
68716-47-2

2,4-dichlorophenylboronic acid

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate / 1,4-dioxane; water / 18 h / 85 °C
2: hydrogenchloride / 1,4-dioxane / 90 h / 20 - 50 °C
With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In 1,4-dioxane; water;
4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

Conditions
Conditions Yield
97.1%
97.1%
97.1%
In ethanol; for 2h; Reflux; Inert atmosphere;
75%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

triethyl phosphite
122-52-1

triethyl phosphite

diethyl [(4-(2,4-dichlorophenyl)thiazol-2-ylamino)](4-fluorophenyl)methanephosphonate

diethyl [(4-(2,4-dichlorophenyl)thiazol-2-ylamino)](4-fluorophenyl)methanephosphonate

Conditions
Conditions Yield
With nano-BF3/SiO2; In neat (no solvent); at 20 ℃; for 0.216667h; Temperature; Sonication; Green chemistry;
92%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

triethyl phosphite
122-52-1

triethyl phosphite

diethyl [4-(2,4-dichlorophenyl)thiazol-2-ylamino](4-nitrophenyl)methanephosphonate

diethyl [4-(2,4-dichlorophenyl)thiazol-2-ylamino](4-nitrophenyl)methanephosphonate

Conditions
Conditions Yield
With nano-BF3/SiO2; In neat (no solvent); at 20 ℃; for 0.2h; Temperature; Sonication; Green chemistry;
97%
4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine
93209-97-3

4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

triethyl phosphite
122-52-1

triethyl phosphite

diethyl [4-(2,4-dichlorophenyl)thiazol-2-ylamino](4-methoxyphenyl)methanephosphonate

diethyl [4-(2,4-dichlorophenyl)thiazol-2-ylamino](4-methoxyphenyl)methanephosphonate

Conditions
Conditions Yield
With nano-BF3/SiO2; In neat (no solvent); at 20 ℃; for 0.25h; Temperature; Sonication; Green chemistry;
91%

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