Sulfuric Acid → 1-Benzyl-4-(3-methylphenylamino)isonipecotamide

HRID 565598노트

반응식

HRID 565598 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([C:22]#[N:23])([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)[OH:25].[OH-].[NH4+]>>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=2)([C:22]([NH2:23])=[O:25])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 3

HCID 1118Sulfuric AcidHCID 14923Ammonium Hydroxide2회HCID 704161-Benzyl-4-(m-toluidino)piperidine-4-carbonitrile

생성물 1

HCID 211931981-Benzyl-4-(3-methylphenylamino)isonipecotamide

반응 조건

온도
70 °C

실험 절차

A mixture of 1-benzyl-4-cyano-4-(3-methylphenylamino)-piperidine (7.6 g) and 90% sulfuric acid (53 mL) was heated at 70° C. until all the solid dissolved (˜1 h). The resultant mixture was stirred at the temp. for 30 min., and poured into a mixture of ice (80 g) and concentrated ammonium hydroxide (75 g). The solution was basified with ammonium hydroxide, and extracted with chloroform. The organic extract was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to provide the title compound.

후처리

  1. dissolutiondissolved (˜1 h)
  2. extractionextracted with chloroform
  3. extractionThe organic extract
  4. washwas washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-1949cc2091a14827ba4818e35871641d
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172076B2

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