Dimethylformamide → HCID 23354227, 화합물

HRID 235291

반응식

HRID 235291 반응식
[Cl:1][C:2]1[C:8]([Cl:9])=[CH:7][C:5]([NH2:6])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.CN(C=O)C.C1C(=O)N([Br:25])C(=O)C1>O>[Br:25][C:3]1[C:4]([N+:10]([O-:12])=[O:11])=[C:5]([CH:7]=[C:8]([Cl:9])[C:2]=1[Cl:1])[NH2:6]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 67184N-bromobutanimideHCID 811494,5-Dichloro-2-nitroaniline

생성물 1

HCID 23354227HCID 23354227, 화합물수율 79.2%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
25 °C

실험 절차

The procedure of Mitchell and Williams, J. Org. Chem. 44:4733 (1979) was modified to obtain the title compound. A mixture of 4,5-dichloro-2-nitroaniline (1.59 g, 7.68 mmol, Aldrich), DMF (30 mL, dist. at reduced pressure) and NBS (1.51 g, 8.48 mmol, Aldrich) was stirred at room temperature (25° C.) for two days. The dark brown solution was poured into deionized water (200 mL) and allowed to set for 30 minuets. The mixture was filtered and the solids washed with deionized water giving 1.81 g (82.4%) of the crude bromide as a yellow powder. The powder was crystallized from ethanol/water (5:1) giving 1.74 g (79.2%) of the title compound as bright yellow needles, mp. 132°-4° C., pure by 1H NMR. 1H NMR (CDCl3) 6.82 (s, 2H), 8.32 (s, 1H).

후처리

  1. filtrationThe mixture was filtered
  2. washthe solids washed with deionized water giving 1.81 g (82.4%) of the crude bromide as a yellow powder
  3. customThe powder was crystallized from ethanol/water (5:1)

출처 및 근거

ORD 기록
ord-1b3f1766b66d430798b8e5264995278d
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05597922

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