Hydrochloric Acid → HCID 178422421、化合物

HRID 1781236ノート

反応式

HRID 1781236 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([N+:9]([O-])=[O:10])[C:3]=1[NH:12][C:13](=[O:18])[CH2:14]C(=O)C.[OH-].[Na+].Cl>C(O)(C)C.O>[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]2[C:3]=1[N:12]=[C:13]([OH:18])[CH:14]=[N+:9]2[O-:10]

参加物

6

反応物 3

HCID 313Hydrochloric Acid2 回HCID 14798Sodium HydroxideHCID 19045060HCID 19045060、化合物

生成物 1

HCID 178422421HCID 178422421、化合物収率 91.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 3776Isopropanol溶媒

実験手順

The title compound of Step B (11.75 g, 37.29 mmol) was suspended in a mixture of isopropanol (120 mL) and water (120 mL) at room temperature under a nitrogen atmosphere. A solution of sodium hydroxide (14.91 g of a 50% aqueous solution, 186.4 mmol) diluted with water (10 mL) was added dropwise to the mixture over 30 min. The mixture was allowed to stir at room temperature overnight. First, 1N hydrochloric acid and then concentrated hydrochloric acid were added dropwise to the reaction mixture until the pH was approximately 2. Solids were filtered from the reaction mixture. These solids were washed with water and then cold ethyl acetate to afford the title compound of Step C as a reddish-brown solid melting at 241°-243° C. (8.67 g, 91%). 1H NMR ((CD3)2SO): δ2.47 (s,3H), 7.69 (s, 1H), 7.81 (s, 1H), 8.12 (s, 1H), 8.9 (br s, 1H).

後処理

  1. additionwas added dropwise to the mixture over 30 min
  2. filtrationSolids were filtered from the reaction mixture
  3. washThese solids were washed with water

出典と根拠

ORDレコード
ord-961ef8e0d2254aeeb0222653c66e30f3
出典データセット
uspto-grants-1997_05
特許番号
US05633218

反応ノート

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