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Diethylamine → HCID 13203396, 화합물

HRID 1719587
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HRID 1719587 반응식
[C:1]1([N:7]2[C:11]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=O)=[N:10][N:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:19]([N:21](CC)[CH2:22][CH3:23])[CH3:20].ClC(OCC(C)C)=O.C(NCC)C>CN(C)C=O>[CH2:19]([N:21]([CH2:22][CH3:23])[C:16](=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12][C:11]1[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=[N:9][N:10]=1)[CH3:20]
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반응물 4

HCID 8021DiethylamineHCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 142300655-(1-Phenyl-1,2,3,4-tetrazol-5-yl)valeric acid

생성물 1

HCID 13203396HCID 13203396, 화합물수율 39.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5-(1-Phenyl-1,2,3,4-tetrazol-5-yl)valeric acid (2.5 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 room temperature, and the mixture is stirred for 2 hours. After distilling off dimethylformamide under reduced pressure, acetone is added to the resulting residue, and the insoluble materials are filtered off. The mother liquor is concentrated and then purified by column chromatography (Kieselgel 60, made by Merck & Co.). By eluting with chloroform, there is obtained N,N-diethyl-5-(1-phenyl-1,2,3,4-tetrazol-5-yl)valeramide (1.2 g), colorless liquid, nD25 =1.5303.

후처리

  1. temperaturecooling
  2. stirringthe mixture is stirred for 2 hours
  3. distillationAfter distilling off dimethylformamide under reduced pressure, acetone
  4. additionis added to the resulting residue
  5. filtrationthe insoluble materials are filtered off
  6. concentrationThe mother liquor is concentrated
  7. custompurified by column chromatography (Kieselgel 60, made by Merck & Co.)
  8. washBy eluting with chloroform

출처 및 근거

ORD 기록
ord-81fd47bb419f4b7e8316e9d5ce536e86
출처 데이터셋
uspto-grants-1985_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04540703

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