Home Cart Sign in  
Chemical Structure| 86-86-2 Chemical Structure| 86-86-2
Chemical Structure| 86-86-2

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of 1-Naphthylacetamide

CAS No. :86-86-2
Formula : C12H11NO
M.W : 185.22
SMILES Code : C1=CC=CC2=CC=CC(=C12)CC(N)=O
MDL No. :MFCD00004047
InChI Key :XFNJVKMNNVCYEK-UHFFFAOYSA-N
Pubchem ID :6861

Safety of 1-Naphthylacetamide

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P280-P305+P351+P338-P310

Application In Synthesis of 1-Naphthylacetamide

* 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 [ 86-86-2 ]

[ 86-86-2 ] Synthesis Path-Downstream   1~35

  • 3
  • [ 5121-00-6 ]
  • [ 86-86-2 ]
YieldReaction ConditionsOperation in experiment
72% With ammonium hydroxide; In tetrahydrofuran; at 0 - 20℃; for 0.166667h; 1-naphthaleneacetic acid (93.5 mg, 0.50 mmol) was added to methylene chloride (0.8 mL)And a catalytic amount of DMF were added and while stirring,Further oxalyl chloride (135.6 mg, 1.00 mmol, 2.00 eq.) Was added dropwise,Followed by stirring at room temperature for 15 minutes. After concentrating the resulting solution under vacuum,Was dissolved in tetrahydrofuran (0.8 mL).Ammonia water (28%, 450.4 mg, 7.50 mmol, 15.0 eq.) At 0 C. was added to the solution,It was then stirred at room temperature for 10 minutes. After concentrating the resulting solution under vacuum,Silica gel column chromatography (chloroform / methanol(10/1, Rf = 0.50)) to obtain the target substance (Y-015) as a white solid (yield 72%).
With 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; at 0 - 20℃; General procedure: To an over-dried 100 mL three-necked flask, the carboxylic acid (10 mmol), DMF (5 drops) and DCM (30 mL) were added under a N2 atmosphere. Oxalyl chloride (1.0 mL, 12 mmol) was added dropwise at 0 C resulting in vigorous bubbling. The mixture was stirred for 3 h at room temperature, and the solvent was then removed in vacuo. The resulting acid chloride was used immediately without further purification. To a solution of the acid chloride in DCM (30 mL) ,a solution of 1,1,1,3,3,3-hexamethyldisilazane (30 mmol) in DCM (10 mL) was added dropwise at 0 C, and the solution was then allowed to warm to room temperature. After stirring overnight, the reaction system was quenched with 1 M HCl aq. and saturated aqueous NH4Cl (excess amount) and the organic layer was separated. The aqueous layer was extracted with DCM (2x15 mL). The combined organic layers were washed with saturated aqueous NH4Cl (30 mL) and brine (30 mL), dried over MgSO4, filtered and evaporated in vacuo. The resulting crude material was purified by recrystallization from EtOAc and hexane. The resulting product (5 mmol), 8-bromomethylquinoline (6 mmol), Al2O3 (50 mmol), KOH (25 mmol) and dioxane (30 mL) were added to an over-dried 100 mL three-necked flask. The mixture was stirred for 8 h at 60 C and then was filtered through a celite pad. The filtrate was washed with H2O (30 mL) and the organic layer was separated. The aqueous layer was extracted with EtOAc (2x15 mL). The combined organic layers were washed with brine (15 mL), dried over anhydrous Na2SO4, filtrated and evaporated in vacuo. The resulting crude amide was purified by column chromatography on silica gel (eluent: hexane/EtOAc = 1/1).
  • 4
  • [ 86-87-3 ]
  • [ 86-86-2 ]
YieldReaction ConditionsOperation in experiment
98% Unless otherwise specified, carboxylic acid (0.542 mmol), TCT (0.0400 g, 0.216 mmol) and K2CO3 (0.2247 g, 1.626 mmol) were mixed together and hand ground for one minute using porcelain mortar and pestle. After addition of ammonium thiocyanate (0.0495 g, 0.650 mmol), the mixture was ground manually for further five minute. During the grinding, THF (calculated to be less than 1 L/mg of solids) was added to aid homogeneous mixing. The crude material was then purified by short column chromatography (column diameter 1.5 cm, packed with 3-4 g silica gel ) using 40-50% ethyl acetate/hexane as an eluent.
88% To a solution of 2-(naphthalen-1-yl)acetic acid (1.50 g, 8.01 mmcl, 1.00 equiv.) in dry CH2C12 (10.0 mL, 0.801 H) was added thionyl chloride (6.73 mL, 92.6 rnmol, 11.5 equiv.) at 0 C, then the reaction was refluxed for 2 h. The solvent was evaporated and the residue wasazeotroped with toluene (2 xlO.0 mL) . To the crude acyl chloride was added THF (30.0 mL) and NHsH2O (30.0 mL) under vigorous stirring at 0 C. After the reaction mixture was stirred at room temperature for overnight, the solvent was removed. The residue was purified by column chromatography using with EtOAc:hexane (1 :2 (v/v)) to afford thetitle compound as a white solid (1.31 g, 7.07 mmcl, 88% yield)NMR Spectroscopy: 1H NMR (700 MHz, (CD3)2S0, 25 C, 5): 8.08 (d, J =8.3 Hz, 1H), 7.92 (d, J = 7.7 Hz, lH), 7.81 (d, J = 7.7 Hz, 1H), 7.56-7.49 (m, 3H), 7.45-7.41 (m, 2H), 6.99 (s, 1H), 3.86 (s, 2H). C NMR(175 MHz, (CD)2SO, 25 C, 5): 172.1, 133.3, 132.9, 132.0, 128.3,127.8, 126.9, 125.9, 125.5, 125.5, 124.2. The 1H NMR data were in goodagreement with values reported in the literature (Tu, T. et al. 2012)
  • 5
  • [ 86-86-2 ]
  • furan-2,3,5(4H)-trione pyridine (1:1) [ No CAS ]
  • [ 86-87-3 ]
  • 7
  • [ 86-86-2 ]
  • [1]naphthylacetyl-amidosulfuric acid [ No CAS ]
  • 8
  • [ 86-86-2 ]
  • [ 4735-50-6 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; water; The intermediate 2-(1-naphthyl)ethylamine was prepared as follows. A suspension of 2-(1-napthyl)acetamide (1.85 g) in tetrahydrofuran (30 mL) was treated dropwise with lithium aluminum hydride (20 mL, 1.0M in THF). After gas evolution ceased, the mixture was heated to reflux for 2 hours, cooled to 0 C., treated dropwise with water (2.9 mL) and filtered. The liltrate was evaporated and purified by chromatography, eluding with chloroform:methanol:ammonium hydroxide (gradient, 100:0:0, 9:1:0, 9:1:0.1), to afford the product (0,240 g) as a semisolid; TLC: Rf =0.09, chloroform:methanol (95:5); MS: m/z=172(M+1).
  • 9
  • [ 95-14-7 ]
  • [ 86-86-2 ]
  • [ 100-52-7 ]
  • N-(Benzotriazol-1-yl-phenyl-methyl)-2-naphthalen-1-yl-acetamide [ No CAS ]
  • 10
  • [ 86-86-2 ]
  • [ 118-31-0 ]
  • 11
  • [ 86-86-2 ]
  • [ 39110-74-2 ]
  • 12
  • [ 86-86-2 ]
  • [ 298-12-4 ]
  • [ 110599-20-7 ]
  • 13
  • [ 86-86-2 ]
  • [ 86-53-3 ]
  • 14
  • [ 28539-02-8 ]
  • [ 86-86-2 ]
  • N-Benzotriazol-1-ylmethyl-2-naphthalen-1-yl-acetamide [ No CAS ]
  • 16
  • [ 51079-10-8 ]
  • [ 86-86-2 ]
  • 3-(1<i>H</i>-indol-3-yl)-4-naphthalen-1-yl-pyrrole-2,5-dione [ No CAS ]
  • 17
  • [ 86-86-2 ]
  • [ 151490-40-3 ]
  • [ 125313-42-0 ]
  • 18
  • [ 86-86-2 ]
  • [ 25055-54-3 ]
  • [ 125313-42-0 ]
YieldReaction ConditionsOperation in experiment
As examples of plant growth regulants, which can preferably be present in the patch preparations according to the invention, there may be mentioned: ... sodium 5-chloro-3(1H)-indazolylacetate, ethyl 5-chloro-3(1H)-indazolylacetate, sodium 4-chloro-2-hy-droxymethylphenoxyacetate, triethanolamine (+-)-2-(2,4-dichlorophenoxy)-propionic acid, alpha-naphthylacetamide, p-chlorophenoxyacetic acid, 6-(N-benzylamino)-purine, 1-(2-chloro-4-pyridyl)-3-phenylurea, ...
Such prior art compounds are for instance: ... indolyl-3-acetic acid, indolyl-3-butyric acid, alpha-naphthyl acetic acid, beta-naphthoxy acetic acid, naphthylacetamide, n-m-tolylphthalamido acid, gibberellins, S,S,S-tri-n-butyl-trithiophosphoric acid ester, ...
  • 21
  • 2-diazo-1-<naphthyl-(1)>-ethanone-(1) [ No CAS ]
  • [ 86-86-2 ]
  • 22
  • [ 86-86-2 ]
  • [ 107-95-9 ]
  • [ 32641-21-7 ]
  • 23
  • [ 86-86-2 ]
  • [ 626604-78-2 ]
  • 3-{1-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-propyl]-1<i>H</i>-pyrrolo[2,3-<i>b</i>]pyridin-3-yl}-4-naphthalen-1-yl-pyrrole-2,5-dione [ No CAS ]
  • 24
  • [ 86-86-2 ]
  • [ 90-12-0 ]
  • 25
  • [ 891143-61-6 ]
  • [ 86-86-2 ]
  • N-(2-{(3aS,8aS)-2,2-Dimethyl-7-[2-(2-naphthalen-1-yl-acetylamino)-benzyl]-6,6-dioxo-hexahydro-1,3-dioxa-6λ6-thia-5,7-diaza-azulen-5-ylmethyl}-phenyl)-2-naphthalen-1-yl-acetamide [ No CAS ]
  • 26
  • [ 862884-26-2 ]
  • [ 86-86-2 ]
  • N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ6-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-naphthalen-1-yl-acetamide [ No CAS ]
  • 27
  • [ 67-56-1 ]
  • [ 86-86-2 ]
  • [ 2876-78-0 ]
YieldReaction ConditionsOperation in experiment
100% With potassium hydrogensulfate; at 65℃; for 12h; General procedure: A mixture of the amide (1, 1 mmol), alcohol (15 mL), and pulverized potassium bisulfate (1.1 g, 8 mmol) was refluxed for the specified time. The alcohol was removed in vacuo and the residue was triturated with hexanes (or other appropriate solvent such as DCM or ethyl acetate to dissolve the product). Removal of hexanes in vacuo provided the following pure products
  • 28
  • [ 86-86-2 ]
  • (4S,5S)-3,4,5,6-tetrahydro-2-{2-[2-(2-naphthyl)-acetamido]-benzyl}-7-benzyl-4,5-dihydroxy-1,2,7-thiadiazepine 1,1-dioxide [ No CAS ]
  • 29
  • [ 86-86-2 ]
  • (4S,5S)-3,4,5,6-tetrahydro-2,7-bis{2-[2-(2-naphthyl)-acetamido]-benzyl}-4,5-dihydroxy-1,2,7-thiadiazepine 1,1-dioxide [ No CAS ]
  • 30
  • [ 86-86-2 ]
  • <i>N</i>-[3-(2,3-dimethyl-phenylsulfamoyl)-phenyl]-3-(2-naphthalen-1-yl-acetylamino)-propionamide [ No CAS ]
  • 31
  • [ 86-86-2 ]
  • [ 78634-33-0 ]
  • 32
  • [ 86-86-2 ]
  • [ 110599-17-2 ]
  • 33
  • [ 86-86-2 ]
  • [ 110599-25-2 ]
  • 34
  • [ 26153-26-4 ]
  • [ 86-86-2 ]
  • 35
  • [ 352352-80-8 ]
  • [ 86-86-2 ]
 

Historical Records

Technical Information

Categories