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Methyl iodide → 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-N-methoxy-N'-methyl-4-methylsulfinyl-1H-pyrazole-3-carboximidamide

HRID 989234
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HRID 989234 반응식
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19](=[NH:23])[NH:20][O:21][CH3:22])[C:3]=1[S:24]([CH3:26])=[O:25].[CH3:27]C(C)([O-])C.[K+].IC>C1COCC1>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19](=[N:23][CH3:27])[NH:20][O:21][CH3:22])[C:3]=1[S:24]([CH3:26])=[O:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6328Methyl iodide2회HCID 23665647Potassium tert-butoxide2회HCID 178502870HCID 178502870, 화합물

생성물 1

HCID 180053435-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-N-methoxy-N'-methyl-4-methylsulfinyl-1H-pyrazole-3-carboximidamide수율 25.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매

실험 절차

A solution of 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-N-methoxy-4-methylsulfinyl-1H-pyrazole-3-carboximidamide (0.5 g) in anhydrous THF was stirred at 0-5° C. and potassium tert-butoxide (0.13 g) and iodomethane (0.081 ml) added. After three hours further potassium tert-butoxide (0.068 g) and iodomethane (0.08 ml) were added at 0-5° C. The mixture was stirred at this temperature for 16 hours, evaporated and the residue purified by chromatography on silica gel eluting with 3:1 dichloromethane/ethyl acetate to give 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-N-methoxy-N′-methyl-4-methylsulfinyl-1H-pyrazole-3-carboximidamide (0.13 g), m.p. 139-142° C. Compound 50.

후처리

  1. customevaporated
  2. customthe residue purified by chromatography on silica gel eluting with 3:1 dichloromethane/ethyl acetate

출처 및 근거

ORD 기록
ord-afb34cfda6f24b8ea87684dabd234f28
출처 데이터셋
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06638956B2

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