Hexane → N,N-dihexyl-2-methylbenzo[d]thiazole-6-sulfonamide

HRID 84779

반응식

HRID 84779 반응식
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([S:11](Cl)(=[O:13])=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.[CH2:15]([NH:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].CCCCCC>C(Cl)(Cl)Cl.C(OCC)(=O)C>[CH2:22]([N:21]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[S:11]([C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([CH3:1])[S:3][C:4]=2[CH:10]=1)(=[O:13])=[O:12])[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

참가 물질

6

반응물 3

HCID 8058HexaneHCID 8920DihexylamineHCID 35830192-Methyl-1,3-benzothiazole-6-sulfonyl chloride

생성물 1

HCID 57796621N,N-dihexyl-2-methylbenzo[d]thiazole-6-sulfonamide수율 97%

시약·촉매·용매 2

HCID 6212Chloroform용매2회HCID 8857Ethyl Acetate용매

실험 절차

A solution of compound Compound 2 (5.0 g, 20.2 mmol) from step (b) of Example 1 dissolved in chloroform (30 ml) was added drop wise to a solution of dihexylamine (4.5 g, 24.2 mmol) in chloroform (20 ml). The combined mixture was stirred at room temperature for 2 hours. The reaction mixture was then washed with water (2×, 50 ml) and brine (1×, 50 ml). The organic layer was then dried with sodium sulfate and evaporated. The residue thus obtained was suspended in ca. 5 ml hot ethyl acetate and this solution was then slowly added to 40 ml hexane. The white solid that precipitated was filtered and the filtrate evaporated to dryness to provide 7.76 g (97%) of Compound 20 as a syrupy liquid, Rf=0.43 (30% ethyl acetate in hexane). The structure of this compound is given below:

후처리

  1. washThe reaction mixture was then washed with water (2×, 50 ml) and brine (1×, 50 ml)
  2. dry with materialThe organic layer was then dried with sodium sulfate
  3. customevaporated
  4. customThe residue thus obtained
  5. customThe white solid that precipitated
  6. filtrationwas filtered
  7. customthe filtrate evaporated to dryness

출처 및 근거

ORD 기록
ord-78a42f17bcdd4bb0b0a419b7edb701d3
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846952B2

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