Home Cart 0 Sign in  

[ CAS No. 5318-27-4 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 5318-27-4
Chemical Structure| 5318-27-4
Structure of 5318-27-4 * Storage: {[proInfo.prStorage]}

Quality Control of [ 5318-27-4 ]

Related Doc. of [ 5318-27-4 ]

SDS
Alternatived Products of [ 5318-27-4 ]
Alternatived Products of [ 5318-27-4 ]

Product Details of [ 5318-27-4 ]

CAS No. :5318-27-4 MDL No. :MFCD02093959
Formula : C8H8N2 Boiling Point : 354°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :132.16 g/mol Pubchem ID :256096
Synonyms :

Safety of [ 5318-27-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5318-27-4 ]

  • Upstream synthesis route of [ 5318-27-4 ]
  • Downstream synthetic route of [ 5318-27-4 ]

[ 5318-27-4 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 4769-96-4 ]
  • [ 5318-27-4 ]
YieldReaction ConditionsOperation in experiment
94% With silver tetrafluoroborate; 4,4'-Dimethoxy-2,2'-bipyridin; potassium <i>tert</i>-butylate; hydrogen In 1,4-dioxane at 80℃; for 48 h; Autoclave In Example 1, the m-nitroacetophenone used was replaced with an equimolar 6-nitroindole at a hydrogen pressure of4.0 MPa at 80 ° C for 48 hours. The other procedure was the same as in Example 1 to give 6-aminoindole in a yield of 94percent, _: A solution of 16.44 mg (0.04 mmol) 4,4'-dimethoxy-2,2'-bipyridine silver 11.22 mg (0.1 mmol) of potassuim t-butoxide and 1 mL of 1,4-dioxane were charged into an autoclave. After stirring, 165.15 mg (1 mmol) of m-nitroacetophenone was added and the mixture was stirred at 80 °C. The reaction was carried out for 8 hours. After the reaction has finishedm the reaction solution was extracted with water and dichloromethane to collect the organic phase. Then, the organic phase was dried over anhydrous Na2SO4, suction filtered, rotary evaporated and chromatographed to give a yellow solid 3-acetanilide. Yield 96 percent.
90% With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; General procedure: A mixture of compounds 1–4 (6.13 mmol) in ethanol (30 mL) was treated with 10percent Pd/C (20 wt. percentof 1–4) and subjected overnight to 50 psi H2 (g) in a Parr hydrogenation apparatus. The reaction mixture was filtered and concentrated in vacuo. Pure products 1M–4M were obtained via flash chromatography by eluting with a gradient of 30percent–40percent EtOAc/hexanes.
85% With hydrazine hydrate In ethanol at 80℃; for 1 h; Inert atmosphere General procedure: Hydrazine hydrate was chosen as the hydrogen donor for the low emission of pollutants. In a typical procedure, hydrazine hydrate (4 equiv) was added into the reactor which containing fresh prepared catalyst as described above. Then the reactor was put into a preheated oil bath with a stirring speed of 500 rpm, and the substrate (1 mmol)dissolved in 1 mL ethanol was added drop-wisely under argon. The reactions were monitored by TLC. After the reaction, the reaction mixture was vacuum filtered through a pad of silica on a glass-fritted funnel and an additional 15 mL of ethyl acetate (5 mL portions) was used to rinse the product from the silica, the filtrate was concentrated in vacuum and analyzed by GC. Products were purified by column chromatography and identified by 1H NMR and 13C NMR.
Reference: [1] Journal of Medicinal Chemistry, 1990, vol. 33, # 9, p. 2437 - 2451
[2] Patent: US2005/70534, 2005, A1, . Location in patent: Page/Page column 14
[3] Patent: CN106748834, 2017, A, . Location in patent: Paragraph 0016; 0033; 0036
[4] Molecules, 2014, vol. 19, # 1, p. 925 - 939
[5] Catalysis Communications, 2016, vol. 84, p. 25 - 29
[6] Chemistry - A European Journal, 2018, vol. 24, # 31, p. 7926 - 7938
[7] Journal of the American Chemical Society, 1954, vol. 76, p. 5149
[8] Patent: US4997844, 1991, A,
[9] Patent: US6228877, 2001, B1,
[10] ACS Catalysis, 2014, vol. 4, # 5, p. 1441 - 1450
[11] Patent: WO2016/57834, 2016, A1, . Location in patent: Paragraph 000420
[12] Journal of the American Chemical Society, 2018, vol. 140, # 48, p. 16460 - 16463
  • 2
  • [ 61293-29-6 ]
  • [ 5318-27-4 ]
Reference: [1] Patent: US3976639, 1976, A,
  • 3
  • [ 61293-29-6 ]
  • [ 5318-27-4 ]
Reference: [1] Organic Preparations and Procedures International, 1995, vol. 27, # 5, p. 576 - 579
  • 4
  • [ 16732-65-3 ]
  • [ 5318-27-4 ]
Reference: [1] Chemische Berichte, 1955, vol. 88, p. 370,373
  • 5
  • [ 19727-83-4 ]
  • [ 5318-27-4 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 31, p. 7926 - 7938
  • 6
  • [ 496-15-1 ]
  • [ 5318-27-4 ]
Reference: [1] Chemistry - A European Journal, 2018, vol. 24, # 31, p. 7926 - 7938
  • 7
  • [ 121-14-2 ]
  • [ 5318-27-4 ]
Reference: [1] Patent: US3976639, 1976, A,
  • 8
  • [ 99365-39-6 ]
  • [ 5318-27-4 ]
Reference: [1] Chemische Berichte, 1955, vol. 88, p. 370,373
  • 9
  • [ 5318-27-4 ]
  • [ 52415-29-9 ]
Reference: [1] Organic Preparations and Procedures International, 1995, vol. 27, # 5, p. 576 - 579
  • 10
  • [ 5318-27-4 ]
  • [ 73183-34-3 ]
  • [ 642494-36-8 ]
Reference: [1] Journal of Organic Chemistry, 2013, vol. 78, # 5, p. 1923 - 1933
Historical Records

Related Functional Groups of
[ 5318-27-4 ]

Amines

Chemical Structure| 5192-03-0

[ 5192-03-0 ]

1H-Indol-5-amine

Similarity: 0.97

Chemical Structure| 139121-40-7

[ 139121-40-7 ]

4-Methyl-1H-indol-6-amine

Similarity: 0.94

Chemical Structure| 196205-06-8

[ 196205-06-8 ]

4-Methyl-1H-indol-5-amine

Similarity: 0.92

Chemical Structure| 5192-23-4

[ 5192-23-4 ]

4-Aminoindole

Similarity: 0.89

Chemical Structure| 5192-04-1

[ 5192-04-1 ]

1H-Indol-7-amine

Similarity: 0.89

Related Parent Nucleus of
[ 5318-27-4 ]

Indoles

Chemical Structure| 3420-02-8

[ 3420-02-8 ]

6-Methyl-1H-indole

Similarity: 0.97

Chemical Structure| 5192-03-0

[ 5192-03-0 ]

1H-Indol-5-amine

Similarity: 0.97

Chemical Structure| 120-72-9

[ 120-72-9 ]

1H-Indole

Similarity: 0.97

Chemical Structure| 139121-40-7

[ 139121-40-7 ]

4-Methyl-1H-indol-6-amine

Similarity: 0.94

Chemical Structure| 30877-30-6

[ 30877-30-6 ]

5,6-Dimethyl-1H-indole

Similarity: 0.94