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p-Toluenesulfonic acid → HCID 54254101, 화합물

HRID 904824
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HRID 904824 반응식
[CH:1]([S:4]([N:7]1[C:11]2[CH:12]=[C:13]([C:16](O)([CH2:23][C:24]([O:26]C(C)(C)C)=[O:25])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH2:32])(=[O:6])=[O:5])([CH3:3])[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[CH:1]([S:4]([N:7]1[C:11]2[CH:12]=[C:13]([C:16](=[CH:23][C:24]([OH:26])=[O:25])[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH2:32])(=[O:5])=[O:6])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 204777141-Isopropylsulfonyl-2-amino-6-(alpha-hydroxy-alpha-tert.-butoxycarbonylmethylbenzyl)benzimidazole

생성물 1

HCID 54254101HCID 54254101, 화합물

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A solution of 1.89 g. of 1-isopropylsulfonyl-2-amino-6-(α-hydroxy-α-tert.-butoxycarbonylmethylbenzyl)benzimidazole (from Example 6) and 1.2 g. of p-toluenesulfonic acid in 100 ml. of chloroform was heated at reflux for two hours and then cooled to room temperature. The solution was extraced three times with aqueous sodium bicarbonate solution. The aqueous extracts were combined, washed with fresh chloroform and then neutralized to pH 7.0 by the addition of 1 N hydrochloric acid. The acidic solution next was extracted several times with ethyl acetate. The extracts were combined, washed with water and dried. Removal of the solvent by evaporation under reduced pressure provided 1-isopropylsulfonyl-2-amino-6-(α-hydroxycarbonylmethylenebenzyl)benzimidazole.

후처리

  1. temperatureat reflux for two hours
  2. washwashed with fresh chloroform
  3. additionneutralized to pH 7.0 by the addition of 1 N hydrochloric acid
  4. extractionThe acidic solution next was extracted several times with ethyl acetate
  5. washwashed with water
  6. customdried
  7. customRemoval of the solvent
  8. customby evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-55a5d0be66c04f5cabc2f51e6432919b
출처 데이터셋
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04420479

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