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Chemical Structure| 172217-11-7 Chemical Structure| 172217-11-7

Structure of 172217-11-7

Chemical Structure| 172217-11-7

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Product Details of [ 172217-11-7 ]

CAS No. :172217-11-7
Formula : C9H10ClNO2
M.W : 199.63
SMILES Code : O=C(OCC)C1=C(Cl)C=CC=C1N
MDL No. :MFCD08275014
InChI Key :PKUFWXUXRIMHLM-UHFFFAOYSA-N
Pubchem ID :15192435

Safety of [ 172217-11-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335-H412
Precautionary Statements:P261-P273-P305+P351+P338

Application In Synthesis of [ 172217-11-7 ]

* 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 [ 172217-11-7 ]

[ 172217-11-7 ] Synthesis Path-Downstream   1~2

  • 2
  • [ 7664-93-9 ]
  • [ 172217-11-7 ]
  • [ 112270-06-1 ]
YieldReaction ConditionsOperation in experiment
With sodium nitrite; In water; Petroleum ether; A solution of sodium nitrite (4.5 g) in water (100 ml) was added dropwise during 5 minutes to a stirred suspension of ethyl 6-chloroanthranilate (12.7 g) in a mixture of concentrated sulphuric acid (27.9 ml), water (38 ml) and ice (76 g). The reaction mixture was stirred at 0C for an additional 20 minutes and then heated to 120C for 1 hour. The resultant mixture was poured into a mixture of ice and water and the product was extracted with diethyl ether. The organic phase was washed in turn with water and brine, dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using a 4:1 mixture of petroleum ether (b.p. 60-80C) and methylene chloride as eluent. There was thus obtained ethyl 6-chloro-2-hydroxybenzoate (9.8 g); NMR Spectrum : (DMSOd6) 1.3 (t, 3H), 4.3 (q, 2H), 6.9 (d, 1H), 6.95 (d, 1H), 7.25 (d, 1H), 10.45 (br s, 1H).
With sodium nitrite; In water; Petroleum ether; A solution of sodium nitrite (4.5 g) in water (100 ml) was added dropwise during 5 minutes to a stirred suspension of ethyl 6-chloroanthranilate (12.7 g) in a mixture of concentrated sulphuric acid (27.9 ml), water (38 ml) and ice (76 g). The reaction mixture was stirred at 0 C. for an additional 20 minutes and then heated to 120 C. for 1 hour. The resultant mixture was poured into a mixture of ice and water and the product was extracted with diethyl ether. The organic phase was washed in turn with water and brine, dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using a 4:1 mixture of petroleum ether (b.p. 60-80 C.) and methylene chloride as eluent. There was thus obtained ethyl 6-chloro-2-hydroxybenzoate (9.8 g); NMR Spectrum: (DMSOd6) 1.3 (t, 3H), 4.3 (q, 2H), 6.9 (d, 1H), 6.95 (d, 1H), 7.25 (d, 1H), 10.45 (br s, 1H).
 

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