ChemicalBook CAS DataBase List Ethyl 7-chloroindole-2-carboxylate

Ethyl 7-chloroindole-2-carboxylate synthesis

13synthesis methods

Product Name:Ethyl 7-chloroindole-2-carboxylate
CAS Number:43142-64-9
Molecular formula:C11H10ClNO2
Molecular Weight:223.66

ethyl 2-[2-(2-chlorophenyl)hydrazinylidene]propanoate

115050-49-2

43142-64-9

General procedure for the synthesis of ethyl 7-chloro-1H-indole-2-carboxylate from the compound (CAS:115050-49-2): 500 g of polyphosphoric acid and 250 g of phosphoric acid were mixed, stirred and heated up to 90°C. Under stirring conditions, 65 g of phenylhydrazine 2-chlorophenylpyruvate pyruvic acid was slowly added and the temperature of the reaction was controlled to be between 90°C and 100°C. The reaction took about 1 hour. The dosing process takes about 1 hour. After completion of dosing, the reaction temperature was maintained to continue the reaction for 20 minutes and the reaction progress was monitored by TLC. Upon completion of the reaction, 1500 g of ice-water mixture was slowly added to quench the reaction and cooled to room temperature. The precipitate was collected by filtration, washed with water and dried to give a light yellow solid product. Upon drying, 51.3 g of ethyl 7-chloro-1H-indole-2-carboxylate was obtained in 85% yield.

115050-49-2
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43142-64-9
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$49.00/250mg

Yield: 85%

Reaction Conditions:

with phosphoric acid at 90 - 100; for 1.33 h;Green chemistry;Fischer Indole Synthesis;

Steps:

6.2
500 grams of polyphosphoric acid and 250 grams of phosphoric acid mixed, stirring heated to 90 ° C under the conditions of the batch of itsAdd the raw material 2-chlorophenylhydrazine pyruvate phenyl hydrazone 65 grams, control the temperature range of 90 ~ 100 , about 1 hour to complete the raw materials, continue to control the temperature reaction for 20 minutes, the monitoring reaction is complete, into 1500 grams of ice water mixture , Cooled, filtered and dried to give a pale yellow solid product which was dried to give 51.3 g of ethyl 7-chloroindole-2-carboxylate in 85% yield

References:

China Agricultural University;Huang Jiaxing;Xie Xiaoping CN104402795, 2017, B Location in patent:Paragraph 0060; 0062