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Hydrochloric Acid → 2-[5-(Benzylsulfanyl)-1H-tetrazol-1-yl]ethan-1-ol

HRID 325908
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HRID 325908 반응식
[OH:1][CH2:2][CH2:3][NH:4][C:5](=[S:8])[NH:6][NH2:7].[CH2:9](Cl)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[N+:17]([O-])([O-])=O.[Na+].Cl.C(=O)([O-])[O-].[K+].[K+]>O.CO>[OH:1][CH2:2][CH2:3][N:4]1[C:5]([S:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:6][N:7]=[N:17]1
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참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 24268Sodium NitrateHCID 20252217N-(2-Hydroxyethyl)hydrazinecarbothioamide

생성물 1

HCID 202522092-[5-(Benzylsulfanyl)-1H-tetrazol-1-yl]ethan-1-ol수율 83.1%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

실험 절차

A mixture of 4-(2-hydroxyethyl) thiosemicarbazide (10.3 g), benzyl chloride (10.6 g), water (30 ml) and methanol (60 ml) was stirred for 20 hours at room temperature to give a homogeneous solution containing benzyl N-(2-hydroxyethyl) thiocarbazimidate. The solution was ice-cooled and thereto was little by little added sodium nitrate (5.24 g) with stirring and then dropwise added conc. hydrochloric acid (3.5 ml) over a period of 30 mimetes. The resulting mixture was stirred for an hour under ice-cooling. To the reaction mixture were added potassium carbonate (18 g) and water (30 ml). The mixture was stirred and then concentrated under reduced pressure. The concentrate was extracted with chloroform and the extract was washed with water, dried over magnesium sulfate and then evaporated under reduced pressure. The residual oil was subjected to column chromatography on silica gel. The fractions containing the object compound were collected to give an oil of 1-(2-hydroxyethyl)-5-benzylthio-1H-tetrazole (12.1 g).

후처리

  1. customto give a homogeneous solution
  2. temperaturecooled
  3. stirringwith stirring
  4. stirringThe resulting mixture was stirred for an hour under ice-
  5. temperaturecooling
  6. stirringThe mixture was stirred
  7. concentrationconcentrated under reduced pressure
  8. extractionThe concentrate was extracted with chloroform
  9. washthe extract was washed with water
  10. dry with materialdried over magnesium sulfate
  11. customevaporated under reduced pressure
  12. additionThe fractions containing the object compound
  13. customwere collected

출처 및 근거

ORD 기록
ord-6ed170a0e7614c8c9339b521958c3881
출처 데이터셋
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04443443

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