Triethylamine → 2-Azidomethyl-4-bromo-thiazole

HRID 1725136노트

반응식

HRID 1725136 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 579856112-Azidomethyl-4-bromo-thiazole

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

(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.

후처리

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

출처 및 근거

ORD 기록
ord-452b161976fa4417a28020452f8f4b34
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07488823B2

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