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Hydrochloric Acid → p-Toluenesulfonic acid

HRID 396941
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HRID 396941 반응식
[K].NC1C=CC(F)=CC=1S.Cl.O.[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19]([OH:22])(=[O:21])=[O:20])=[CH:15][CH:14]=1>O1CCCC1>[CH3:23][C:13]1[CH:18]=[CH:17][C:16]([S:19]([OH:22])(=[O:21])=[O:20])=[CH:15][CH:14]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3205472-Amino-5-fluorobenzene-1-thiolHCID 521998p-Toluenesulfonic acid monohydrateHCID 5462222Potassium

생성물 1

HCID 6101p-Toluenesulfonic acid수율 138.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
1 °C

실험 절차

48.2 g (0.056 mole) of an aqueous solution of a potassium salt of 2-amino-5-fluorothiophenol was placed in a 300-ml flask as a reactor, and cooled to 1° C. Thereto was dropwise added 72.0 g (0.296 mole) of 15% hydrochloric acid at 0 to 5° C. with stirring, followed by stirring for 1 hour. The system had a PH of 5.40. Thereto were added 9.7 g (0.051 mole) of p-toluenesulfonic acid monohydrate and 15 ml of tetrahydrofuran, followed by stirring for 30 minutes. Thereto was added 8.1 g (0.055 mole) of D-alanine-N-carboxyanhydride (purity: 78.3%) at 0° C. The resulting mixture was aged at 15 to 20° C. for 18 hours. The resulting crystals were collected by filtration and dried at 60° C. to obtain 12.2 g of a p-toluenesulfonate of [2-(6-fluorobenzothiazolyl)]ethylamine (purity: 76.5%) (the yield was 45.2% relative to the potassium salt of 2-amino-5-fluorothiophenol).

후처리

  1. customat 0 to 5° C.
  2. stirringby stirring for 1 hour
  3. stirringby stirring for 30 minutes
  4. filtrationThe resulting crystals were collected by filtration
  5. customdried at 60° C.

출처 및 근거

ORD 기록
ord-7544fc0a4d4c4389a04857468d7f3b78
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06608207B2

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