تفاعل #502103

ord-d6021ef64e2b49c0bc964dc7747babf1

معادلة التفاعل

O=C(O)c1ccc2cc[nH]c2c1
indole-6-carboxylic acid
CNOC.Cl
N,O-dimethylhydroxylamine hydrochloride
CCN=C=NCCCN(C)C
1-(3-dimethylaminopropyl)-3-ethylcarbodiimide
c1ccncc1
pyridine
CON(C)C(=O)c1ccc2cc[nH]c2c1
compound
المردود 107.3%
CON(C)C(=O)c1ccc2cc[nH]c2c1
N-Methoxy-N-methylindole-6-carboxamide
المردود 107.3%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزThe mixture is concentrated
  2. 2
    غسيلThe organic phase is washed with 50 ml of a 1N solution of sodium hydroxide and 50 ml of a saturated solution of sodium chloride
  3. 3
    تجفيفdried over magnesium sulphate
  4. 4
    تركيزconcentrated under reduced pressure

الإجراء التجريبي

In a round-bottomed flask, 5.0 g of indole-6-carboxylic acid, 3.3 g of N,O-dimethylhydroxylamine hydrochloride, 11.9 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide and 10 ml of pyridine are placed in 150 ml of tetrahydrofuran. The mixture is stirred at ambient temperature for 40 h. The mixture is concentrated, and the residue is taken up in 150 ml of ethyl acetate and 50 ml of water. The organic phase is washed with 50 ml of a 1N solution of sodium hydroxide and 50 ml of a saturated solution of sodium chloride, dried over magnesium sulphate and then concentrated under reduced pressure. 6.8 g of compound are obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08088765B2uspto-grants-2012_01