Bromochloromethane → 5-Chloromethylthio-1-methyltetrazole

HRID 1707426노트

반응식

HRID 1707426 반응식
[Na].[CH3:2][N:3]1[C:7]([SH:8])=[N:6][N:5]=[N:4]1.Br[CH2:10][Cl:11]>CN(C)C=O.O>[Cl:11][CH2:10][S:8][C:7]1[N:3]([CH3:2])[N:4]=[N:5][N:6]=1

참가 물질

5

반응물 2

HCID 6333BromochloromethaneHCID 178482029HCID 178482029, 화합물

생성물 1

HCID 103520355-Chloromethylthio-1-methyltetrazole수율 72%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1-methyltetrazole-5-thiol sodium salt (2.00 g: 14.5 mMol.) in dimethylformamide (20 ml) under ice cooling is added bromochloromethane (20 ml) in one portion, and the mixture is stirred for 1.5 hour. The reaction mixture is diluted with water and extracted with ethyl acetate. The extract is washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue is purified by silica gel column chromatography (toluene: ethyl acetate=20:1-10:1) to give 5-chloromethylthio-1-methyltetrazole as colorless crystals (1.73 g). Yield: 72%. m.p. 55° to 56° C.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract is washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue is purified by silica gel column chromatography (toluene: ethyl acetate=20:1-10:1)

출처 및 근거

ORD 기록
ord-aa17aa978c944620a9aa9094d688940a
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05352792

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