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

HRID 908308노트

반응식

HRID 908308 반응식
[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]

참가 물질

8

반응물 5

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

생성물 1

HCID 588288742-Amino-3-bromo-5-methylbenzamide수율 89.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-9093f35b167a4834a7cfc00ac1b92d4d
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017601B2

반응 노트

불러오는 중…