Ethanol → 2-(Ethylthio)benzothiazole

HRID 2261900ノート

反応式

HRID 2261900 の反応式
[CH2:1](O)[CH3:2].[S:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]=[C:5]1[SH:13].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[CH2:8]([S:4][C:5]1[S:13][C:2]2[CH:1]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]=1)[CH3:9]

参加物

5

反応物 3

HCID 702EthanolHCID 11776TriphenylphosphineHCID 178418395HCID 178418395、化合物

生成物 1

HCID 759932-(Ethylthio)benzothiazole収率 104.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Ethyl alcohol (0.63 mL, 10.8 mmol), 2-benzothiazolethiol (2.0 g, 11.9 mmol) and triphenylphosphine (3.1 g, 11.9 mmol) were dissolved in tetrahydrofuran (50 mL) and cooled to 0° C. Then added diisopropylazadicarboxylate (2.3 mL, 11.9 mmol) and continued stirring for 1 hr. Upon completion, the reaction mixture was dried in vacuo, filtered through a plug of silica with 5% ethyl acetate in hexane and dried in vacuo again to yield 2-(ethylthio)-1,3-benzothiazole (2.2 g, HPLC RT=3.05 min.). LC-MS m/z=196.

後処理

  1. additionThen added diisopropylazadicarboxylate (2.3 mL, 11.9 mmol)
  2. customUpon completion, the reaction mixture was dried in vacuo
  3. filtrationfiltered through a plug of silica with 5% ethyl acetate in hexane
  4. customdried in vacuo again

出典と根拠

ORDレコード
ord-859ea284631c4e34b55afa16fcf3b1c8
出典データセット
uspto-grants-2010_12
特許番号
US07847100B2

反応ノート

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