Hydrochloric Acid → 2-chloro-N,N-dimethylpyridine-3-carboxamide

HRID 1591278

반응식

HRID 1591278 반응식
C([C:3]([C:10]([N:12]([CH3:14])[CH3:13])=[O:11])=[CH:4][CH:5]=[CH:6][N:7](C)[CH3:8])#N.[ClH:15]>ClCCCl>[CH3:13][N:12]([CH3:14])[C:10]([C:3]1[C:8]([Cl:15])=[N:7][CH:6]=[CH:5][CH:4]=1)=[O:11]

참가 물질

4

반응물 2

HCID 313Hydrochloric Acid2회HCID 545707072-Cyano-5-(dimethylamino)-N,N-dimethylpenta-2,4-dienamide

생성물 1

HCID 109652142-chloro-N,N-dimethylpyridine-3-carboxamide수율 72%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

반응 조건

온도
50 °C

실험 절차

The 1-cyano-1-dimethylaminocarbonyl-4-dimethylamino-1,3-butadiene (14.5 g, 0.075 mol) obtained in (a) above was dissolved in 1,2-dichloroethane (150 ml) and the resulting solution heated to 50° C. The solution was then stirred whilst hydrogen chloride gas was introduced. After a few minutes, a thick mass of crystals formed in the solution which later dispersed to leave a deep red solution. After about 6 hours, no more starting material could be detected. Nitrogen was then introduced to blow the excess hydrogen chloride gas out of the solution and the solution was then extracted with water (4×100 ml). The organic phase was then dried over sodium sulphate and reduced in a vacuum. The residue was then stirred in petroleum ether, filtered off under suction and dried to give 10 g 2-chloropyridine-3-carboxylic acid N,N-dimethylamide as pale yellowish crystals, m.pt. 70°-71° C. Yield: 72% of the theoretical.

후처리

  1. additionwas introduced
  2. waitAfter a few minutes
  3. customa thick mass of crystals formed in the solution which
  4. additionlater dispersed
  5. customto leave a deep red solution
  6. additionNitrogen was then introduced
  7. extractionthe solution was then extracted with water (4×100 ml)
  8. dry with materialThe organic phase was then dried over sodium sulphate
  9. filtrationfiltered off under suction
  10. customdried

출처 및 근거

ORD 기록
ord-da7adf90946f4f5fab6c69a80f00ce0d
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05206372

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