Triethylamine → 2-Azidomethyl-4-bromo-thiazole

HRID 415010ノート

反応式

HRID 415010 の反応式
[Br:1][C:2]1[N:3]=[C:4]([CH2:7]O)[S:5][CH:6]=1.FC(F)(F)S(Cl)(=O)=O.CCN(CC)CC.[N-:24]=[N+:25]=[N-:26].[Na+]>CN(C=O)C.O>[N:24]([CH2:7][C:4]1[S:5][CH:6]=[C:2]([Br:1])[N:3]=1)=[N+:25]=[N-:26]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 33557Sodium AzideHCID 79000Trifluoromethanesulfonyl chlorideHCID 11041630(4-Bromo-1,3-thiazol-2-yl)methanol

生成物 1

HCID 579856112-Azidomethyl-4-bromo-thiazole

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

(4-Bromo-thiazol-2-yl)-methanol (1.1 g, 5.7 mmol) in DMF (15 ml) is treated at room temperature under nitrogen atmosphere with trifluoromethanesulfonyl chloride (0.61 ml, 1 equivalent), and Et3N (0.8 ml, 1 equivalent). The reaction mixture is stirred for 3 hours at room temperature before the addition of sodium azide (1.11 g, 3 equivalents), followed by overnight stirring at the same temperature. The reaction mixture is diluted with water and extracted with DCM and diethyl ether. The combined organic extracts are dried (MgSO4) and concentrated under reduced pressure to afford the crude product, which is used without purification in the next step.

後処理

  1. extractionextracted with DCM and diethyl ether
  2. dry with materialThe combined organic extracts are dried (MgSO4)
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8a323b20ed364551a6b9fa1a96b21976
出典データセット
uspto-grants-2012_01
特許番号
US08088766B2

反応ノート

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