Iodine → 3-(3-Iodo-2-propynyloxy)-4-cyano-5-methylthioisothiazole

HRID 1901544ノート

反応式

HRID 1901544 の反応式
[OH:1][C:2]1[C:6]([C:7]#[N:8])=[C:5]([S:9][CH3:10])[S:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:17](Br)[C:18]#[CH:19].[I:21]I.[I-].[K+].[OH-].[K+]>CN(C=O)C.O>[I:21][C:19]#[C:18][CH2:17][O:1][C:2]1[C:6]([C:7]#[N:8])=[C:5]([S:9][CH3:10])[S:4][N:3]=1

参加物

9

反応物 6

HCID 807IodineHCID 4875Potassium IodideHCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 178503646HCID 178503646、化合物

生成物 1

HCID 233683283-(3-Iodo-2-propynyloxy)-4-cyano-5-methylthioisothiazole

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

1.72 Grams of 3-hydroxy-4-cyano-5-methylthioisothiazole was dissolved in 20 ml of DMF, 0.7 g of potassium carbonate was added thereto, and then 1.3 g of propargyl bromide was added with stirring. After stirring at 50° C. for 1 hour, the reaction solution was ice-cooled, 3.0 g of iodine and 3.2 g of potassium iodide were added thereto, and then 6.6 g of a 10% KOH was gradually added dropwise with stirring. After addition, the reaction solution was stirred at room temperature for 1 hour. Water was added to the reaction solution to precipitate crystals, which were then collected by filtration and washed with water to obtain crude crystals. Recrystallization of the crude crystals from ether gave 2.5 g of crystals having a melting point of 145° to 146° C. (yield, 75%).

後処理

  1. stirringAfter stirring at 50° C. for 1 hour
  2. temperaturecooled
  3. stirringwith stirring
  4. additionAfter addition
  5. stirringthe reaction solution was stirred at room temperature for 1 hour
  6. customto precipitate crystals, which
  7. filtrationwere then collected by filtration
  8. washwashed with water
  9. customto obtain crude crystals
  10. customRecrystallization of the crude crystals from ether

出典と根拠

ORDレコード
ord-46fd10bd821846899a7fc54a253a47c7
出典データセット
uspto-grants-1996_11
特許番号
US05578622

反応ノート

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