Metoclopramide → Nicotinic Acid

HRID 614806

反応式

HRID 614806 の反応式
CCN(CCN[C:9]([C:11]1[CH:12]=[C:13](Cl)[C:14]([NH2:19])=C[C:16]=1[O:17]C)=O)CC.P(Cl)(Cl)(Cl)=[O:22]>C(Cl)(Cl)Cl>[C:16]([OH:17])(=[O:22])[C:11]1[CH:12]=[CH:13][CH:14]=[N:19][CH:9]=1

参加物

4

反応物 2

HCID 4168MetoclopramideHCID 24813Phosphorus oxychloride

生成物 1

HCID 938Nicotinic Acid

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

(0.075 mole) and metoclopramide (14.9 grams; (0.95 mole) having the melting point of 148° C. are dissolved in 100 ml. of chloroform. At ambient temperature, 5.6 grams of phosphorous oxychloride are added drop by drop and the batch is heated for three more hours under reflux. After extraction with 80 ml. of 10% caustic soda solution, and subsequently with water, the chloroform solution is concentrated in a vacuum and the distillation residue having a boiling point of 100 to 140° C. is recrystallized from benzene. There is thus obtained 10.4 g. (51.4% of theory) of 4-nicotinoylamino-5-chloro-2-methyoxy-N-[2-(diethylamino)ethyl]benzamide having a melting point of 99° to 100° C.

後処理

  1. dissolutionare dissolved in 100 ml
  2. temperaturethe batch is heated for three more hours
  3. temperatureunder reflux
  4. extractionAfter extraction with 80 ml
  5. concentrationof 10% caustic soda solution, and subsequently with water, the chloroform solution is concentrated in a vacuum
  6. customis recrystallized from benzene

出典と根拠

ORDレコード
ord-7dfd2f859d3043ccbe159ecdd380bfc2
出典データセット
uspto-grants-1979_03
特許番号
US04146637

関連ノート

読み込み中…