Ammonia → N'-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonamide

HRID 508712노트

반응식

HRID 508712 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][N:9]=[C:10](Cl)[C:11]2[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:18])=[CH:4][CH:3]=1.[NH3:20]>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][N:9]=[C:10]([C:11]2[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:18])[NH2:20])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 131733232N-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonoyl chloride

생성물 1

HCID 117965458N'-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
2.5 °C

실험 절차

To a cold solution of N-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonoyl chloride (0.070 g, 0.267 mmol) in dry THF was added aq. ammonia. The reaction mass was stirred at 0-5° C. for 2-3 h. The reaction mass was quenched in water, neutralized with dilute acetic acid and extracted with DCM. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 0.040 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 6.29 (br s, 2H), 6.80 (d, J=8.4 Hz, 2H), 7.24 (d, J=9.3 Hz, 2H), 7.28-7.50 (m, 3H), 8.33 (s, 1H).

후처리

  1. customThe reaction mass was quenched in water
  2. extractionextracted with DCM
  3. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-61defc6adf1b437995c33fb90eb8c96d
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096545B2

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