Dimethylformamide → HCID 23354227、化合物

HRID 235291

反応式

HRID 235291 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 23354227HCID 23354227、化合物収率 79.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
25 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-1b3f1766b66d430798b8e5264995278d
出典データセット
uspto-grants-1997_01
特許番号
US05597922

関連ノート

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