Potassium Carbonate → 3-((4-methyl-4H-1,2,4-triazol-3-yl)sulphanyl)propan-1-ol

HRID 454207ノート

反応式

HRID 454207 の反応式
[CH3:1][N:2]1[CH:6]=[N:5][N:4]=[C:3]1[SH:7].Br[CH2:9][CH2:10][CH2:11][OH:12].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:1][N:2]1[CH:6]=[N:5][N:4]=[C:3]1[S:7][CH2:9][CH2:10][CH2:11][OH:12]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 178481306HCID 178481306、化合物

生成物 1

HCID 220306083-((4-methyl-4H-1,2,4-triazol-3-yl)sulphanyl)propan-1-ol収率 30%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
40 °C

実験手順

A solution of 4-methyl-4-H-1,2,4-triazole-3-thiol (1.72 g, 15 mmol) and 3-bromopropan-1-ol (1.39 g, 10 mmol) in DMF (10 ml) containing potassium carbonate (1.57 g, 14 mmol) was heated at 40° C. for 30 minutes. The mixture was then partitioned between saturated ammonium chloride and ethyl acetate. The aqueous layer was evaporated to dryness and the residue was triturated with ethyl acetate and methylene chloride. The suspension was filtered and the filtrate was dried (MgSO4) and evaporated. The residue was purified by column chromatography eluting with methylene chloride/methanol (9/1) to give 3-((4-methyl-4H-1,2,4-triazol-3-yl)sulphanyl)propan-1-ol (510 mg, 30%).

後処理

  1. customThe mixture was then partitioned between saturated ammonium chloride and ethyl acetate
  2. customThe aqueous layer was evaporated to dryness
  3. customthe residue was triturated with ethyl acetate and methylene chloride
  4. filtrationThe suspension was filtered
  5. dry with materialthe filtrate was dried (MgSO4)
  6. customevaporated
  7. customThe residue was purified by column chromatography
  8. washeluting with methylene chloride/methanol (9/1)

出典と根拠

ORDレコード
ord-d92db9b5f22e4efca70f456c2c93d6b2
出典データセット
uspto-grants-2013_07
特許番号
US08492560B2

反応ノート

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