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

HRID 1613650
ノート
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反応式

HRID 1613650 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 54331090N-[4-(N,N-Dibenzylglycyl)phenyl]methanesulfonamideHCID 178418361HCID 178418361、化合物2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 887
Methanol
溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-1c9cfea8426b42e0aa6e70a8c0548df3
出典データセット
uspto-grants-1993_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05194450

反応ノート

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