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

HRID 1901544노트

반응식

HRID 1901544 반응식
[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

참가 물질

9

반응물 6

HCID 807IodineHCID 4875Potassium IodideHCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 178503646HCID 178503646, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-46fd10bd821846899a7fc54a253a47c7
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05578622

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