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Diethylamine → N,N-diethyl-5-(1-methyl-1,2,3,4-tetrazol-5-yl)valeramide

HRID 1719589
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HRID 1719589 반응식
[CH3:1][N:2]1[C:6]([CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=O)=[N:5][N:4]=[N:3]1.[CH2:14]([N:16](CC)[CH2:17][CH3:18])[CH3:15].ClC(OCC(C)C)=O.C(NCC)C>CN(C)C=O>[CH2:14]([N:16]([CH2:17][CH3:18])[C:11](=[O:13])[CH2:10][CH2:9][CH2:8][CH2:7][C:6]1[N:2]([CH3:1])[N:3]=[N:4][N:5]=1)[CH3:15]
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HCID 8021DiethylamineHCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 132034015-(1-Methyl-1,2,3,4-tetrazol-5-yl)valeric acid

생성물 1

HCID 13142190N,N-diethyl-5-(1-methyl-1,2,3,4-tetrazol-5-yl)valeramide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5-(1-Methyl-1,2,3,4-tetrazol-5-yl)valeric acid (1.8 g) is dissolved in dimethylformamide (50 ml), and thereto is added triethylamine (1.1. g). To the mixture is added dropwise with stirring isobutyl chloroformate (1.5 g) under ice-cooling, and the mixture is stirred at room temperature for 30 minutes. To the mixture is added dropwise with stirring diethylamine (0.9 g) at rood temperature, and the mixture is stirred for 2 hours. Dimethylformamide is distilled off under reduced pressure, and the residue is purified by column chromatography (Wakogel C-200). After eluting with benzene-chloroform (1:1), the eluate is distilled under reduced pressure to give N,N-diethyl-5-(1-methyl-1,2,3,4-tetrazol-5-yl)-valeramide (0.7 g), colorless liquid, b.p. 190°-200° C. (bath temperature)/0.07 mmHg, nD25 =1.4907.

후처리

  1. temperaturecooling
  2. stirringthe mixture is stirred for 2 hours
  3. distillationDimethylformamide is distilled off under reduced pressure
  4. customthe residue is purified by column chromatography (Wakogel C-200)
  5. washAfter eluting with benzene-chloroform (1:1)
  6. distillationthe eluate is distilled under reduced pressure

출처 및 근거

ORD 기록
ord-3c315f22d72c4698996487bbac807fef
출처 데이터셋
uspto-grants-1985_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04540703

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