Background and overview[1]
2,3-Dichlorobenzamide can be used as a pharmaceutical synthesis intermediate. If 2,3-dichlorobenzamide is inhaled, move the patient to fresh air; if the skin comes into contact, take off contaminated clothing, rinse the skin thoroughly with soap and water, and seek medical attention if you feel uncomfortable; if the eyes If exposed to sunlight, separate eyelids, rinse with running water or saline, and seek medical attention immediately; if ingested, rinse mouth immediately, do not induce vomiting, and seek medical attention immediately.
Structure
Preparation[1]
The preparation of 2,3-dichlorobenzamide is as follows: add 2,3-dichlorobenzoic acid (10.0g, 52.4mmol) and ethanol solution to 100mL toluene, add oxalyl chloride (7.0g, 55mmol) and heat to reflux 4 hours, cooled and concentrated. The resulting acid chloride was added to a mixture of EtOAc and 12N ammonium and stirred vigorously. The brine EtOAc layer was washed with 1 M HCl, dried (MgSO4), and concentrated to obtain 9.4 g of 2,3-dichlorobenzamide. 1HNMR (CDCl3) 6.06.06 (bs, 2H), 7.28 (t, J) 8Hz, 1H), 7.54-7.62 (m, 2H). MS(DCI/NH3)m/e207(M+NH4)+.
Apply[1]
2,3-Dichlorobenzamide can be used as a pharmaceutical synthesis intermediate. For example, to prepare 2,3-dichlorobenzonitrile, the specific steps are as follows: 2,3-dichlorobenzamide (9.4g, 50mmol) (150mL) in POCl3 is heated at 95℃ for 2 Hour. The solution was cooled and concentrated. Dissolve the residue in EtOAc and separate. Add 10% K2CO3 aqueous solution to the aqueous layer. Wash the EtOAc layer with brine (2 × 50 mL), dry (MgSO4), and concentrate to obtain 8.2g 2,3-dichlorobenzonitrile, melting point 60-61℃. 1HNMR (CDCl3)ä7.34 (t, J) 8Hz, 1H), 7.62 (dd, J) 8.1Hz, 1H), 7.71 (dd, J) 8.1Hz, 1H).
Main reference materials
[1]Structure-ActivityStudiesforaNovelSeriesofTricyclicSubstituted Hexahydrobenz[e]isoindoler1AAdrenoceptorAntagonistsasPotentialAgentsfortheSymptomaticTreatmentofBenignProstaticHyperplasia(BPH)
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