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

HRID 84779

反応式

HRID 84779 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-78a42f17bcdd4bb0b0a419b7edb701d3
出典データセット
uspto-grants-2014_09
特許番号
US08846952B2

関連ノート

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