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

HRID 35249

반응식

HRID 35249 반응식
[CH3:1][N:2]1[C:6]([CH2:7][CH2:8][CH2:9][C:10](O)=[S:11])=[N:5][N:4]=[N:3]1.[CH2:13]([N:15](CC)[CH2:16][CH3:17])[CH3:14].ClC(OCC(C)C)=O.C(NCC)C>O1CCCC1>[CH2:13]([N:15]([CH2:16][CH3:17])[C:10](=[S:11])[CH2:9][CH2:8][CH2:7][C:6]1[N:2]([CH3:1])[N:3]=[N:4][N:5]=1)[CH3:14]

참가 물질

6

반응물 4

HCID 8021DiethylamineHCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 178482013HCID 178482013, 화합물

생성물 1

HCID 21153948N,N-diethyl-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide수율 54%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-(1-Methyl-1,2,3,4-tetrazol-5-yl)thio-butyric acid (2 g) is dissolved in dry tetrahydrofuran (30 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. The mixture is stirred at room temperature for 30 minutes. To the mixture is further added dropwise with stirring diethylamine (0.9 g) at room temperature, and the mixture is stirred for 2 hours. The mixture is concentrated under reduced pressure, and the resulting residue is purified by subjecting it to column chromatography (Kieselgel 60, made by Merck & Co.). By eluting with n-hexaneethyl acetate (1:1), there is obtained N,N-diethyl-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide (1.4 g), colorless liquid, nD17.5 =1.5227.

후처리

  1. temperaturecooling
  2. stirringthe mixture is stirred for 2 hours
  3. concentrationThe mixture is concentrated under reduced pressure
  4. customthe resulting residue is purified
  5. washBy eluting with n-hexaneethyl acetate (1:1)

출처 및 근거

ORD 기록
ord-78fb2885d3ea475e8b0b26aab8d14d29
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04766120

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