Sodium hydride → 6-[[4-[3-(Trifluoromethyl)-phenoxy]butyl]thio]-3-pyridazinecarbothioamide

HRID 394488노트

반응식

HRID 394488 반응식
[SH:1][C:2]1[N:7]=[N:6][C:5]([C:8](=[S:10])[NH2:9])=[CH:4][CH:3]=1.[H-].[Na+].Cl[CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:20]=1>CN(C=O)C>[F:26][C:25]([F:27])([F:28])[C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[O:18][CH2:17][CH2:16][CH2:15][CH2:14][S:1][C:2]1[N:7]=[N:6][C:5]([C:8](=[S:10])[NH2:9])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 129286411-(4-Chlorobutoxy)-3-(trifluoromethyl)-benzeneHCID 178514135HCID 178514135, 화합물

생성물 1

HCID 181766426-[[4-[3-(Trifluoromethyl)-phenoxy]butyl]thio]-3-pyridazinecarbothioamide수율 47.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A mixture of intermediate 11 (0.017 mol) in DMF (80 ml) was stirred at room temperature. Sodium hydride (50%, 0.02 mol) was added portionwise. The mixture was stirred for 30 minutes. A mixture of 1-(4-chlorobutoxy)-3-(trifluoromethyl)-benzene (0.02 mol) in DMF (20 ml) was added dropwise. The mixture was stirred at room temperature overnight. The solvent was evaporated. The residue was stirred in DIPE (100 ml), filtered off and dried, yielding 3.1 g (47%) of 6-[[4-[3-(trifluoromethyl)-phenoxy]butyl]thio]-3-pyridazinecarbothioamide (intermediate 12).

후처리

  1. stirringThe mixture was stirred for 30 minutes
  2. additionwas added dropwise
  3. stirringThe mixture was stirred at room temperature overnight
  4. customThe solvent was evaporated
  5. stirringThe residue was stirred in DIPE (100 ml)
  6. filtrationfiltered off
  7. customdried

출처 및 근거

ORD 기록
ord-8da87fa6bb7c48b6a499ea97f4c6e60d
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06602873B2

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