Methanol → 5-(5-(3-chloropropylthio)-4-methyl-4H-1,2,4-triazol-3-yl)-2,4-dimethylthiazole

HRID 1661064ノート

反応式

HRID 1661064 の反応式
[CH3:1][C:2]1[S:3][C:4]([C:8]2[N:9]([CH3:14])[C:10]([SH:13])=[N:11][N:12]=2)=[C:5]([CH3:7])[N:6]=1.CO.C([O-])([O-])=O.[K+].[K+].Br[CH2:24][CH2:25][CH2:26][Cl:27]>C(OCC)(=O)C.CC(C)=O>[Cl:27][CH2:26][CH2:25][CH2:24][S:13][C:10]1[N:9]([CH3:14])[C:8]([C:4]2[S:3][C:2]([CH3:1])=[N:6][C:5]=2[CH3:7])=[N:12][N:11]=1

参加物

7

反応物 4

HCID 887MethanolHCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 178432727HCID 178432727、化合物

生成物 1

HCID 446278985-(5-(3-chloropropylthio)-4-methyl-4H-1,2,4-triazol-3-yl)-2,4-dimethylthiazole収率 37.5%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
22 °C

実験手順

5-(2,4-dimethylthiazol-5-yl)-4-methyl-4H-1,2,4-triazole-3-thiol (Prep27, 5 g, 22 mmol) was added to a mixture of methanol (15 ml) and acetone (35 ml), followed by K2CO3 (5 g, 36 mmol) and 1-bromo-3-chloropropane (35 ml, 36 mmol). The suspension was stirred at 22° C. for 24 h. The volume of solvent was reduced, then ethyl acetate (63 ml) was added and the organic layer was washed with water, the EA was removed under vacuum and the crude purified by FC (EA/MeOH 15:1) to afford 2.5 g of pure product (y=37%).

後処理

  1. washthe organic layer was washed with water
  2. customthe EA was removed under vacuum
  3. customthe crude purified by FC (EA/MeOH 15:1)

出典と根拠

ORDレコード
ord-10eff361006c4b3ea2b609b2d6ddd6a3
出典データセット
uspto-grants-2011_10
特許番号
US08030322B2

反応ノート

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