Metoclopramide → Nicotinic Acid

HRID 614806

반응식

HRID 614806 반응식
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

참가 물질

4

반응물 2

HCID 4168MetoclopramideHCID 24813Phosphorus oxychloride

생성물 1

HCID 938Nicotinic Acid

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-7dfd2f859d3043ccbe159ecdd380bfc2
출처 데이터셋
uspto-grants-1979_03
특허 번호
US04146637

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