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Methanol → Difenzoquat metilsulfate

HRID 1457299
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HRID 1457299 반응식
[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:5][C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:3]1.[CH3:19]O.[S:21](=[O:25])(=[O:24])([OH:23])[OH:22]>ClCCCl>[CH3:19][O:24][S:21]([O-:23])(=[O:22])=[O:25].[CH3:1][N+:2]1[N:3]([CH3:19])[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887Methanol2회HCID 1118Sulfuric AcidHCID 1405171-Methyl-3,5-diphenylpyrazole

생성물 1

HCID 39424Difenzoquat metilsulfate수율 91.7%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

반응 조건

온도
70 °C

실험 절차

46.8 g (0.2 mol) of 1-methyl-3,5-diphenylpyrazole together with 40 g (1.25 mol) of methanol are introduced into the reaction vessel. After 19.4 g (0.19 mol) of 96% strength sulfuric acid have been added, the reaction solution is brought to 160° C. by distilling off methanol. 608 g (19 mol) of methanol are metered in below the surface of the reaction mixture in the course of 7.5 hours. After the mixture has been cooled to 70° C., 25 g of 1,2-dichloroethane are added, and the mixture is cooled to room temperature with stirring. The reaction mixture is filtered and washed with 12.5 g of 1,2-dichloroethane. 67.7 g of 1,2-dimethyl-3,5-diphenylpyrazolium methylsulfate with a content of 97.5% (HPLC) of m.p. 157°-159° C. are obtained, which corresponds to a yield of 91.7% of theory.

후처리

  1. customis brought to 160° C.
  2. distillationby distilling off methanol
  3. customare metered in below the surface of the reaction mixture in the course of 7.5 hours
  4. temperaturethe mixture is cooled to room temperature
  5. filtrationThe reaction mixture is filtered
  6. washwashed with 12.5 g of 1,2-dichloroethane

출처 및 근거

ORD 기록
ord-5622c04bb79143c7bf771a1e6edfa8d4
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05847154

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