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Chemical Structure| 17700-54-8 Chemical Structure| 17700-54-8

Structure of 17700-54-8

Chemical Structure| 17700-54-8

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Product Details of [ 17700-54-8 ]

CAS No. :17700-54-8
Formula : C8H7Cl2NO
M.W : 204.05
SMILES Code : CC(NC1=C(Cl)C=CC=C1Cl)=O
English Name :N-(2,6-Dichlorophenyl)acetamide
MDL No. :MFCD00013629

Safety of [ 17700-54-8 ]

Application In Synthesis of [ 17700-54-8 ]

* 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 [ 17700-54-8 ]

[ 17700-54-8 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 17700-54-8 ]
  • [ 98141-54-9 ]
YieldReaction ConditionsOperation in experiment
With chlorosulfonic acid
  • 2
  • [ 17700-54-8 ]
  • [ 99310-46-0 ]
YieldReaction ConditionsOperation in experiment
With acetic acid; calcium chloride
  • 3
  • [ 75-36-5 ]
  • [ 608-31-1 ]
  • [ 17700-54-8 ]
YieldReaction ConditionsOperation in experiment
96% In acetic acid 1.A A. A. 2,6-Dichloroacetanilide To a mechanically stirred solution of 2,6-dichloroaniline (76 g, 0.047 mol) in 60 mL of glacial acetic acid is added dropwise acetyl chloride (36 mL, 0.5 mol). After the addition is complete, the reaction mixture is heated at 90° C. for 20 minutes. The solution is poured into ice water (500 mL), forming a white precipitate. The solids are filtered, washed with water and dried to give the product (91.8 g, 96%, white solid, m.p. 179°-180° C., lit. m.p. 180°-181° C. from glacial acetic acid). NMR (CDCl3, 200 MHz): δ 2.22 (s, 3H, CH3 CO), 7.06 (broad, 1H, NH), 7.14-7.45 (m, 3H, ArH).
78% In acetic acid at 70℃; for 0.5h;
With acetic acid
With acetic acid at 100℃;

  • 4
  • [ 110-91-8 ]
  • [ 17700-54-8 ]
  • [ 67624-90-2 ]
YieldReaction ConditionsOperation in experiment
In toluene for 5h; Heating;
  • 5
  • [ 4165-57-5 ]
  • [ 17700-54-8 ]
  • [ 153466-61-6 ]
YieldReaction ConditionsOperation in experiment
With copper; potassium carbonate at 160℃; for 96h;
  • 6
  • [ 17700-54-8 ]
  • [ 108-24-7 ]
  • [ 91573-20-5 ]
YieldReaction ConditionsOperation in experiment
100% With pyridine for 4h; Heating;
  • 7
  • [ 108-24-7 ]
  • [ 608-31-1 ]
  • [ 17700-54-8 ]
YieldReaction ConditionsOperation in experiment
98.8% In ethyl acetate at 70℃; for 0.5h; 1.S1; 8; 15.S1; 16.S1; 17.S1; 38.S1; 39.S1; 40.S1; 41.S1; 42.S1 S1. Weigh 0.2 mol (32.40 g) of compound I and 0.21 mol (21.44 g) of acetic anhydride (ie, acylation protection reagent), dissolve them in 100 mL of ethyl acetate, heat to 70±5 °C with refluxing and stir, and react for 0.5 h. , the basic reaction is complete, the ethyl acetate is concentrated under reduced pressure to 10 mL, the ethyl acetate is recovered, and then poured into 200 mL of 5 ice water, filtered and the filter residue is retained, and dried to obtain a white solid compound, which is compound II.
98.8% In ethyl acetate at 70℃; for 0.5h; Large scale; 1.S1; 15.S1; 16.S1; 17.S1; 38.S1; 39.S1; 40.S1; 41.S1; 42.S1 S1. Weigh 0.2 mol (32.40 g) of compound I and 0.21 mol (21.44 g) of acetic anhydride (ie, acylation protection reagent), dissolve them in 100 mL of ethyl acetate, heat to 70±5 °C with refluxing and stir, and react for 0.5 h. , the basic reaction is complete, the ethyl acetate is concentrated under reduced pressure to 10 mL, the ethyl acetate is recovered, and then poured into 200 mL of 5 ice water, filtered and the filter residue is retained, and dried to obtain a white solid compound, which is compound II.
97% With supported L-pyrrolidine-2-carboxylic acid-4-hydrogen sulfate on Silica Gel at 20℃; for 1.2h; Green chemistry;
50% With glacial acetic acid; zinc for 0.5h; Ambient temperature;
47.64% With 4-dimethylaminopyridine In dichloromethane at 0 - 40℃; 15 Synthesis o/iV-(, 6-thchiorophenyace tam/dc: Into a 250 rnL round-bottom flask was added 2,6-dichioroaniline (20 g, 123.45 mmol, I equiv), DMAP(3.0 g, 2469 mmol, 0.20 equiv) and DCM (100 mL) at room temperature. Then the resulting mixture was cooled at 0 °C. To a stirred mixture was added Ac20 (37. 8 g, 37035 mmol, 3.00 equiv) in portions over 10 miii at 0°C. Then the resulting mixture was stirred for overnight at 40°C. The resulting mixture was extracted with EA. The organic layers were combined and washed with water and brine, dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography, eluted with PE/EtOAc (90/10) to afford the title compound (12g. 47.64%) as an off-white solid. Analytical Data: LC-MS: (ES, m/z): RT:=0.839 miii, m/z :::204[M ±Fi]
With pyridine for 2h; Heating;
With sulfuric acid

  • 8
  • [ 82344-32-9 ]
  • [ 17700-54-8 ]
YieldReaction ConditionsOperation in experiment
78% With thionyl chloride In diethyl ether for 1h; T < 5 deg C;
78% With thionyl chloride In benzene 0-5 deg C for 20 min, then further 30 min and 25 deg C for 1 h;
  • 9
  • [ 17700-54-8 ]
  • [ 77-78-1 ]
  • [ 137090-08-5 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate 1.) toluene, 30-35 deg C, 30 min, 2.) toluene, 30-35 deg C, 1 h; Yield given. Multistep reaction;
  • 10
  • [ 17700-54-8 ]
  • [ 13277-07-1 ]
YieldReaction ConditionsOperation in experiment
(i) ClSO3H, (ii) N2H4*H2O; Multistep reaction;
YieldReaction ConditionsOperation in experiment
Rk. mit 1) Chlorsulfonsaeure, 2) Hydrazinhydrat --> 3,5-Dichlor-sulfanilhydrazid;
 

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