Chlorosuccinimide → HCID 58259901、化合物

HRID 1020206ノート

反応式

HRID 1020206 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][N:12]([CH3:18])[C:11](=[O:19])[CH:10]=2)=[C:4]([F:20])[CH:3]=1.FC1C=C(I)C=CC=1NC1C([N+]([O-])=O)=CNC(=O)C=1.C1C(=O)N([Cl:47])C(=O)C1>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][N:12]([CH3:18])[C:11](=[O:19])[C:10]=2[Cl:47])=[C:4]([F:20])[CH:3]=1

参加物

5

反応物 3

HCID 31398ChlorosuccinimideHCID 57438270HCID 57438270、化合物HCID 58259902HCID 58259902、化合物

生成物 1

HCID 58259901HCID 58259901、化合物収率 77%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

A suspension of 4-(4-Bromo-2-fluoro-phenylamino)-1-methyl-5-nitro-1H-pyridin-2-one (451 mg, 1.323 mol), synthesized using the same procedures as for the synthesis of 4-(2-Fluoro-4-iodophenylamino)-5-nitropyridin-2(1H)-one, and NCS (286 mg, 2.14 mmol) in dry DMF (13 mL) was heated to 50° C. The solution became clear in 5 minutes, and the solution turned into light orange. The heating was continued over the 48 hours. At this time, LC/MS indicated there was 77% of the title product in the reaction mixture. The heating temperature was then raised to 70° C. and kept at that temperature for additional 4 hours. Water was added until the yellow precipitate formed. The stirring was continued at r.t. for 30 min. The precipitate was then filtered, washed with water (5 mL) and dried under high vacuum overnight. The title compound was used for the next reaction without further purification. (424 mg, 85% yield).

後処理

  1. customsynthesized
  2. customwas continued over the 48 hours

出典と根拠

ORDレコード
ord-1a21597301fc4ba0bdc1854978950da1
出典データセット
uspto-grants-2014_05
特許番号
US08716318B2

反応ノート

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