1,2-Dichloroethane → 2-Amino-3-bromo-5-methylbenzamide

HRID 908308ノート

反応式

HRID 908308 の反応式
[NH2:1][C:2]1[C:10]([Br:11])=[CH:9][C:8]([CH3:12])=[CH:7][C:3]=1[C:4](O)=[O:5].C(Cl)CCl.C1C=[N:21]C2N(O)N=NC=2C=1.[Cl-].[NH4+].CCN(C(C)C)C(C)C>CN(C=O)C.O>[NH2:1][C:2]1[C:10]([Br:11])=[CH:9][C:8]([CH3:12])=[CH:7][C:3]=1[C:4]([NH2:21])=[O:5]

参加物

8

反応物 5

HCID 111,2-DichloroethaneHCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 27744002-Amino-3-bromo-5-methylbenzoic acid

生成物 1

HCID 588288742-Amino-3-bromo-5-methylbenzamide収率 89.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

2-amino-3-bromo-5-methylbenzoic acid (2.06 g, 8.95 mmol) was dissolved in DMF (19 ml) and EDC (2.10 g, 11.0 mmol), HOAt (1.56 g, 11.5 mmol), ammonium chloride (2.03 g, 38.0 mmol), and iPr2NEt (6.5 ml, 37.3 mmol) were added. The reaction was stirred at room temperature under nitrogen for 21.5 hours, and then poured into water (50 ml), resulting in the formation of a precipitate. The suspension was filtered and the solid was washed with water and dried in vacuo to give title compound (1.83 g, 89%). MS (ESI pos. ion) m/z: 229 (M+H). Calc'd Exact Mass for C8H9BrN2O: 228.

後処理

  1. customresulting in the formation of a precipitate
  2. filtrationThe suspension was filtered
  3. washthe solid was washed with water
  4. customdried in vacuo

出典と根拠

ORDレコード
ord-9093f35b167a4834a7cfc00ac1b92d4d
出典データセット
uspto-grants-2011_09
特許番号
US08017601B2

反応ノート

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