Hydrochloric Acid → 2-Cyano-2-[4-(2,5-dichloro-phenoxy)-3-fluoro-phenylthiocarbamoyl]-acetamide

HRID 1993820

반응식

HRID 1993820 반응식
CC(C)([O-])C.[K+].[C:7]([CH2:9][C:10]([NH2:12])=[O:11])#[N:8].[Cl:13][C:14]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:15]=1[O:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[S:25])=[CH:19][C:18]=1[F:26].Cl>C1COCC1>[C:7]([CH:9]([C:24](=[S:25])[NH:23][C:20]1[CH:21]=[CH:22][C:17]([O:16][C:15]2[CH:27]=[C:28]([Cl:31])[CH:29]=[CH:30][C:14]=2[Cl:13])=[C:18]([F:26])[CH:19]=1)[C:10]([NH2:12])=[O:11])#[N:8]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7898CyanoacetamideHCID 23665647Potassium tert-butoxideHCID 597976634-(2,5-Dichloro-phenoxy)-3-fluoro-phenylisothiocyanate

생성물 1

HCID 597977082-Cyano-2-[4-(2,5-dichloro-phenoxy)-3-fluoro-phenylthiocarbamoyl]-acetamide수율 82.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
5 °C

실험 절차

To a solution of potassium tert-butoxide (0.6 g, 5.36 mmol) in 10 ml of anhydrous THF was added 2-cyanoacetamide (0.45 g, 5.36 mmol) under argon. The mixture was cooled to 5° C. and added dropwise to a solution of 4-(2,5-dichloro-phenoxy)-3-fluoro-phenylisothiocyanate (1.53 g, 4.87 mmol) in 5 ml of dry THF with stirring under argon. After 15 min of stirring at 5° C., this reaction mixture was warmed to room temperature and stirred for another 2 h. The reaction mixture was poured into 200 ml of ice water with stirring and acidified with 10% HCl. The solid was filtered and washed with water. After drying in vacuo, the crude product (1.6 g, 82.5%) was obtained in sufficient purity for the next step.

후처리

  1. stirringAfter 15 min of stirring at 5° C.
  2. temperaturethis reaction mixture was warmed to room temperature
  3. stirringstirred for another 2 h
  4. stirringwith stirring
  5. filtrationThe solid was filtered
  6. washwashed with water
  7. customAfter drying in vacuo

출처 및 근거

ORD 기록
ord-5dffbfc5eac7434a90c04c7d1a7ccc66
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652047B2

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