Diethyl (ethoxymethylene)malonate → Diethyl 2-((2-bromo-4-cyanophenylamino)methylene)malonate

HRID 1484618ノート

反応式

HRID 1484618 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[Br:10].C(O[CH:14]=[C:15]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C>C1(C)C=CC=CC=1>[Br:10][C:3]1[CH:4]=[C:5]([C:6]#[N:7])[CH:8]=[CH:9][C:2]=1[NH:1][CH:14]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:21]([O:23][CH2:24][CH3:25])=[O:22]

参加物

4

反応物 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 15152794-Amino-3-bromobenzonitrile

生成物 1

HCID 66823182Diethyl 2-((2-bromo-4-cyanophenylamino)methylene)malonate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 5.00 g (25.4 mmol) 4-amino-3-bromobenzonitrile in 30 mL of toluene was added 8.23 g (38.1 mmol) of diethyl ethoxymethylenemalonate (2a). The mixture was then heated to reflux for overnight with a condenser open to the air. The resulting solution was cooled down to room temperature and poured into 100 mL of hexanes. The white precipitate was collected and washed with hexanes (30 mL×3) to yield 11.9 g of an off-while solid as the desired product. MS ESI (m/z) 367 (M+1)+.

後処理

  1. temperatureThe mixture was then heated
  2. temperatureto reflux for overnight with a condenser open to the air
  3. customThe white precipitate was collected
  4. washwashed with hexanes (30 mL×3)

出典と根拠

ORDレコード
ord-ff80e0989fb244b4bcb2492f30de9c67
出典データセット
uspto-grants-2016_08
特許番号
US09422242B2

反応ノート

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