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Isopropyl chloroformate → HCID 178459833、化合物

HRID 506602
ノート
印刷プレビュー

反応式

HRID 506602 の反応式
[C:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([OH:3])=[O:2].[NH2:12][C:13]1[C:18]([NH2:19])=[CH:17][C:16]([N+:20]([O-])=O)=[CH:15][N:14]=1.Cl[C:24]([O:26][CH:27]([CH3:29])[CH3:28])=[O:25].[OH-].[Na+]>CN1C(=O)CCC1.O>[CH:27]([O:26][C:24]([NH:20][C:16]1[CH:17]=[C:18]2[N:19]=[C:7]([C:6]3[CH:5]=[C:4]([CH:11]=[CH:10][CH:9]=3)[C:1]([OH:3])=[O:2])[NH:12][C:13]2=[N:14][CH:15]=1)=[O:25])([CH3:29])[CH3:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 7917Isopropyl chloroformateHCID 120773-CarboxybenzaldehydeHCID 14798Sodium HydroxideHCID 34801515-Nitropyridine-2,3-diamine

生成物 1

HCID 178459833HCID 178459833、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 13387
N-methyl-2-pyrrolidone
溶媒

実験手順

was prepared starting from 3-carboxybenzaldehyde and 2,3-diamino-5-nitropyridine as described for 10-1. In the final step, after reacting with isopropyl chloroformate in NMP, the reaction mixture was treated with 100 mg sodium hydroxide and 1 ml water for 1 hr at room temperature. The crude product was precipitated by addition of 30 ml water and filtered off. It was further purified by dissolving in 50 ml aqueous sodium carbonate solution and washing with dichloromethane. The carbonate solution was acidified to pH 2-3 by addition acetic acid and HCl, and extracted with dichloromethane. The dichloromethane phase was evaporated to give 61 mg of the title product.

後処理

  1. customwas prepared
  2. customThe crude product was precipitated by addition of 30 ml water
  3. filtrationfiltered off
  4. customIt was further purified
  5. dissolutionby dissolving in 50 ml aqueous sodium carbonate solution
  6. washwashing with dichloromethane
  7. additionThe carbonate solution was acidified to pH 2-3 by addition acetic acid and HCl
  8. extractionextracted with dichloromethane
  9. customThe dichloromethane phase was evaporated

出典と根拠

ORDレコード
ord-abbb1f9db501497e9bd603e6d6612106
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07786113B2

反応ノート

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