تفاعل #502105

ord-a83387cdb3d04fc18f5c12294af90f82

معادلة التفاعل

O=C(O)c1ccnc(Br)c1
2-bromoisonicotinic acid
CNOC.Cl
N,O-dimethylhydroxylamine hydrochloride
CCN=C=NCCCN(C)C
1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide
c1ccncc1
pyridine
CON(C)C(=O)c1ccnc(Br)c1
compound
المردود 82.4%
CON(C)C(=O)c1ccnc(Br)c1
2-Bromo-N-methoxy-N-methylisonicotinamide
المردود 82.4%

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, 2.0 g of 2-bromoisonicotinic acid, 1.1 g of N,O-dimethylhydroxylamine hydrochloride, 3.8 g of 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide and 3.2 ml of pyridine are placed in 50 ml of tetrahydrofuran. The mixture is stirred at ambient temperature for 40 h. The mixture is concentrated, and the residue is taken up in 50 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. 2.0 g of compound are obtained.

المصدر

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