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Chemical Structure| 6834-42-0 Chemical Structure| 6834-42-0

Structure of 6834-42-0

Chemical Structure| 6834-42-0

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Product Details of [ 6834-42-0 ]

CAS No. :6834-42-0
Formula : C9H9ClO2
M.W : 184.62
SMILES Code : O=C(Cl)CC1=CC=CC(OC)=C1
MDL No. :MFCD00012244
InChI Key :UZUYKYNVSJTWEH-UHFFFAOYSA-N
Pubchem ID :2733246

Safety of [ 6834-42-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314-H335
Precautionary Statements:P261-P280-P305+P351+P338-P310
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 6834-42-0 ]

* 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 [ 6834-42-0 ]

[ 6834-42-0 ] Synthesis Path-Downstream   1~2

  • 2
  • [ 777-12-8 ]
  • [ 6834-42-0 ]
  • [ 1579991-07-3 ]
YieldReaction ConditionsOperation in experiment
26% at 110℃; for 0.25h;Microwave irradiation; General procedure: Amide formation: (0088) The acid chloride (1 eq) formed on the corresponding 2-aminobenzothiazole (1 eq) is added introduced in a microwave vial. The vial is introduced in the microwave reactor and heated to the temperature for the time indicated in each case. Dichloromethane (50 mL) is added and extracted with a 0.1 M HCl (50 mL) solution. Next, the organic phase is washed with saturated NaHC03 solution (50 mL) and then with saturated NaCl (50 mL) solution. The organic phase is dried over anhydrous MgS04 and the solvent removed under reduced pressure. The residue obtained was purified by flash column chromatography using Isolera One equipment. In all cases a mixture of hexane and ethyl acetate was used as eluent. All the acid chlorides required for the synthesis of the amide derivatives were synthesised in situ except: 2-(4-chlorophenyl)acetyl chloride, 2-(2,5-dimethoxyphenyl)acetyl chloride and 2-phenylbutanoyl chloride, which were purchased directly from the company Sigma Aldrich N-(6-trifluoromethylbenzothiazole-2-yl)-2-(3-methoxyphenyl)acetamide (6): (0092) Reagents: 2-(3-methoxyphenyl)acetyl chloride (211.7 mg, 1.2 mmol), 2-amino-6-trifluoromethylbenzothiazole (250 mg, 1.2 mmol) and THF (1 mL). Reaction conditions: 15 min under microwave irradiation at 110°C. Purification by flash column chromatography using hexane/ethyl acetate (3:1) to obtain a white solid. Yield: 108.1 mg, 26percent. Mp: 154°C-156°C 1H NMR (400 MHz, DMSO-d6) delta: 12.83 (s, 1 H), 8.48 (s, 1 H), 7.90 (d, J = 8.5 Hz, 1 H), 7.73 (dd, J = 8.5, 1.5 Hz, 1 H), 7.25 (t, J = 7.9 Hz, 1 H), 6.92 (m, 2H), 6.84 (dd, J = 7.9, 2.2 Hz, 1 H), 3.82 (s, 2H), 3.74 (s, 2H). 13C NMR (101 MHz, DMSO-d6) delta: 171.2, 161.8, 160.0, 152.0, 136.5, 132.7, 130.2, 125.2 (d, J = 271.8 Hz), 124.4 (d, J = 31.9 Hz), 123.6 (d, J = 3.6 Hz), 122.2, 121.6, 120.6 (d, J = 4.1 Hz), 115.9, 113.0, 55.7, 42.6. HPLC purity: 98percent. MS (ES) m/z: 367 [M+H]+. Elemental Analysis (C17H13F3N2O2S): Theoretical percentC 55.73, percentH 3.58, percentN 7.65, percentS 8.75; Found percentC 55.80, percentH 3.41, percentN 7.66, percentS 9.02.N, 9.02percent S.
 

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