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Hydrochloric Acid → 4'-(2-Amino-1-hydroxyethyl)methanesulfonanilide

HRID 1029742
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HRID 1029742 반응식
C([N:8](CC1C=CC=CC=1)[CH2:9][C:10]([C:12]1[CH:22]=[CH:21][C:15]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[CH:14][CH:13]=1)=[O:11])C1C=CC=CC=1.O.Cl.[H][H]>[Pd].CO>[NH2:8][CH2:9][CH:10]([C:12]1[CH:22]=[CH:21][C:15]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[CH:14][CH:13]=1)[OH:11]
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 54331090N-[4-(N,N-Dibenzylglycyl)phenyl]methanesulfonamideHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 222205904'-(2-Amino-1-hydroxyethyl)methanesulfonanilide

시약·촉매·용매 2

HCID 23938Palladium촉매
HCID 887Methanol용매

실험 절차

4'-(2-Dibenzylaminoacetyl)methanesulfonanilide (XXVI) (32.7 g) and Pd/C catalyst (1.5 g) were combined in MeOH (200 ml), H2O (25 ml), and concentrated HCl (6.6 ml) and shaken for 24 hours at 35° C. and 3 atmospheres pressure of hydrogen gas in a Parr hydrogenator, by which time three equivalents of hydrogen had been consumed. The catalyst was filtered off and the filtrate was evaporated to a white solid, which was recrystallized twice from 2-PrOH/H2O. This yielded 4.3 g of Compound (XXV).HCl, m.p. 178°-180°, whose elemental analysis for C, H, and N, NMR, and mass spectra were consistent with the indicated structure.

후처리

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated to a white solid, which
  3. customwas recrystallized twice from 2-PrOH/H2O

출처 및 근거

ORD 기록
ord-75bb528ef9ba482fa9f2c922dfb3f33b
출처 데이터셋
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05102914

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