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Sodium Bicarbonate → 7-Vinylimidazo[5,1-b]thiazole

HRID 382599
ノート
印刷プレビュー

反応式

HRID 382599 の反応式
I[C:2]1[N:3]=[CH:4][N:5]2[CH:9]=[CH:8][S:7][C:6]=12.O1C=C[CH:12]=[C:11]1P(C1OC=CC=1)C1OC=CC=1.C(C([Sn])=C(CCCC)CCCC)CCC.C(=O)([O-])O.[Na+]>CN1C(=O)CCC1.[Pd].[Pd].C(=CC(C=CC1C=CC=CC=1)=O)C1C=CC=CC=1.C(=CC(C=CC1C=CC=CC=1)=O)C1C=CC=CC=1.C(=CC(C=CC1C=CC=CC=1)=O)C1C=CC=CC=1>[CH:11]([C:2]1[N:3]=[CH:4][N:5]2[CH:9]=[CH:8][S:7][C:6]=12)=[CH2:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 516892Sodium BicarbonateHCID 521585Tris(furan-2-yl)phosphaneHCID 177737777-Iodoimidazo[5,1-B]thiazoleHCID 53438229Tri(butyl)vinyltin

生成物 1

HCID 183599817-Vinylimidazo[5,1-b]thiazole

試薬・触媒・溶媒 2

HCID 9832798
Tris(dibenzylideneacetone) dipalladium
触媒
HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

To a solution of 5.0 g of 7-iodoimidazo[5,1-b]thiazole in 40 ml of NMP were added under the atmosphere of argon 550 mg of tris(dibenzilideneacetone) dipalladium, 558 mg of tri-2-furyl phosphine, and 6.42 ml of tri-n-butylvinyltin, and the mixture was reacted at 70° C. for 1.5 hours, and at 80° C. for 2 hours. The reaction mixture was poured into a mixture of 50 ml of a saturated aqueous sodium hydrogen carbonate solution and 50 ml of a saturated saline, and extracted two times with 200 ml of ethyl acetate. The organic layers were combined, washed three times with 200 ml of saline, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by column chromatography on silica gel (dichloromethane:ethyl acetate=15:1) to give 7-vinylimidazo[5,1-b]thiazole in an amount of 1.99 g.

後処理

  1. customthe mixture was reacted at 70° C. for 1.5 hours
  2. extractionextracted two times with 200 ml of ethyl acetate
  3. washwashed three times with 200 ml of saline
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was removed under reduced pressure
  6. customThe residue thus obtained
  7. customwas purified by column chromatography on silica gel (dichloromethane:ethyl acetate=15:1)

出典と根拠

ORDレコード
ord-6e5c53452fec48219009b0c75726e7bb
出典データセット
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06310056B1

反応ノート

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