Potassium Carbonate → Toluene-4-thiosulfonic acid S-[3-(4-methyl-piperazin-1-yl)-propyl]ester

HRID 707677ノート

反応式

HRID 707677 の反応式
Cl[CH2:2][CH2:3][CH2:4][S:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)(=[O:8])=[O:7].[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([CH2:2][CH2:3][CH2:4][S:5][S:6]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)(=[O:8])=[O:7])[CH2:19][CH2:18]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 67607671Toluene-4-thiosulfonic acid S-(3-chloropropyl)ester

生成物 1

HCID 67608237Toluene-4-thiosulfonic acid S-[3-(4-methyl-piperazin-1-yl)-propyl]ester

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Toluene-4-thiosulfonic acid S-(3-chloro-propyl) ester (4.9 g, 18.4 mol, 1.00 eq.), N-methylpiperazine (1.9 g, 19.3 mmol) 1.05 eq.) and potassium carbonate (2.7 g, 19.4 mmol, 1.05 eq.) were stirred together in acetonitrile (100 mL) at room temperature for 64 hours. The mixture was concentrated and the residue was partitioned between ethyl acetate (500 ml) and water (250 ml). The organic solution was washed with water (2×200 mL), dried using MgSO4, concentrated and purified by MPLC to give a light yellow oil weighing 2.1 g (36%).

後処理

  1. concentrationThe mixture was concentrated
  2. customthe residue was partitioned between ethyl acetate (500 ml) and water (250 ml)
  3. washThe organic solution was washed with water (2×200 mL)
  4. customdried
  5. concentrationconcentrated
  6. custompurified by MPLC
  7. customto give a light yellow oil

出典と根拠

ORDレコード
ord-5e979d64bdb04b50b254a4f59083e782
出典データセット
uspto-grants-2015_11
特許番号
US09175042B2

反応ノート

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