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Potassium Carbonate → 1-Methyl-5-[3-(2-naphthoyl)propyl]thio-1,2,3,4-tetrazole

HRID 1758307
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HRID 1758307 반응식
[CH3:1][N:2]1[C:6]([SH:7])=[N:5][N:4]=[N:3]1.C(=O)([O-])[O-].[K+].[K+].[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]=1[C:24]([CH2:26][CH2:27][CH2:28]Cl)=[O:25]>CC(C)=O>[CH3:1][N:2]1[C:6]([S:7][CH2:28][CH2:27][CH2:26][C:24]([C:15]2[CH:16]=[CH:17][C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:14]=2)=[O:25])=[N:5][N:4]=[N:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 122875592-(4-Chlorobutyryl)naphthaleneHCID 178482017HCID 178482017, 화합물

생성물 1

HCID 130916401-Methyl-5-[3-(2-naphthoyl)propyl]thio-1,2,3,4-tetrazole수율 51%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

1-Methyl-5-mercapto-1,2,3,4-tetrazole (1.2 g), potassium carbonate (2.1 g) and 3-chloropropyl 2-naphthyl ketone (3.5 g) are added to acetone (50 ml) and the mixture is refluxed with stirring for 2 hours. The reaction mixture is concentrated to dryness under reduced pressure and the residue dissolved in chloroform. Insolubles are filtered off. The filtrated is concentrated and the residue is purified by silica gel column chromatography [Kieselgel 60, eluant: benzene-ether (10:1)] and the product is recrystallized from ethanol to obtain 1-methyl-5-[3-(2-naphthoyl)propyl]thio-1,2,3,4-tetrazole (yield 51%) as colorless prisms, m.p. 118°-120° C.

후처리

  1. temperaturethe mixture is refluxed
  2. concentrationThe reaction mixture is concentrated to dryness under reduced pressure
  3. dissolutionthe residue dissolved in chloroform
  4. filtrationInsolubles are filtered off
  5. concentrationThe filtrated is concentrated
  6. customthe residue is purified by silica gel column chromatography [Kieselgel 60, eluant: benzene-ether (10:1)]
  7. customthe product is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-3c70934276be439686996f6975bd570f
출처 데이터셋
uspto-grants-1983_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04372953

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