2,6-Difluorobenzoyl isocyanate → Noviflumuron

HRID 1066914

반응식

HRID 1066914 반응식
[Cl:1][C:2]1[C:3]([F:20])=[C:4]([CH:6]=[C:7]([Cl:19])[C:8]=1[O:9][C:10]([F:18])([F:17])[CH:11]([F:16])[C:12]([F:15])([F:14])[F:13])[NH2:5].[F:21][C:22]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[C:23]=1[C:24]([N:26]=[C:27]=[O:28])=[O:25]>ClCCCl.ClC(Cl)C>[Cl:1][C:2]1[C:3]([F:20])=[C:4]([NH:5][C:27]([NH:26][C:24](=[O:25])[C:23]2[C:29]([F:33])=[CH:30][CH:31]=[CH:32][C:22]=2[F:21])=[O:28])[CH:6]=[C:7]([Cl:19])[C:8]=1[O:9][C:10]([F:17])([F:18])[CH:11]([F:16])[C:12]([F:14])([F:15])[F:13]

참가 물질

5

반응물 2

HCID 27333692,6-Difluorobenzoyl isocyanateHCID 154046083,5-Dichloro-2-fluoro-4-(1,1,2,3,3,3-hexafluoropropoxy)aniline

생성물 1

HCID 9828359Noviflumuron수율 83.4%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 63651,1-Dichloroethane용매

반응 조건

온도
40 °C

실험 절차

To a solution of 1.31 g 3,5-dichloro-2-fluoro-4-(1,1,2,3,3,3-hexafluoropropoxy) aniline in 5 mL 1,2-dichloroethane under an atmosphere of nitrogen at room temperature was added 0.87 g 2,6-difluorobenzoyl isocyanate dissolved in 10 mL dichloroethane dropwise over a 10 minute period. The mixture was stirred, warmed to 40° C. for a one hour period, then concentrated under vacuum to a brown solid 2.0 g. The mixture was chromatographed using a Michel-Miller low pressure silica gel column eluted with 4:1 dichloromethane/heptane. Like fractions were pooled and concentrated under vacuum to give 1.67 g of a light tan solid, mp 156-7° C. Proton and 19F nmr spectra were consistent with the proposed structure. Anal. calcd C17H7Cl2F9N2O3: C, 38.58; H, 1.33; N, 5.29. Found: C, 38.64; H, 1.40; N, 5.44.

후처리

  1. concentrationconcentrated under vacuum to a brown solid 2.0 g
  2. customThe mixture was chromatographed
  3. washeluted with 4:1 dichloromethane/heptane
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-9545d7f31acd42b5b24808cc5512af4e
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06245816B1

연결된 노트

불러오는 중…