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Ammonium formate → 4-(6-Chloro-2,3-dihydro-indol-1-yl)-quinazolin-7-yl amine hydrochloride

HRID 1597987
ノート
印刷プレビュー

反応式

HRID 1597987 の反応式
Cl.[Cl:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][N:9]2[C:12]2[C:21]3[C:16](=[CH:17][C:18]([N+:22]([O-])=O)=[CH:19][CH:20]=3)[N:15]=[CH:14][N:13]=2)=[CH:5][CH:4]=1.C([O-])=O.[NH4+]>C(O)C>[ClH:2].[Cl:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][N:9]2[C:12]2[C:21]3[C:16](=[CH:17][C:18]([NH2:22])=[CH:19][CH:20]=3)[N:15]=[CH:14][N:13]=2)=[CH:5][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 2723923Ammonium formateHCID 189328314-(6-Chloro-2,3-dihydro-indol-1-yl)-7-nitro-quinazoline hydrochloride

生成物 1

HCID 189328104-(6-Chloro-2,3-dihydro-indol-1-yl)-quinazolin-7-yl amine hydrochloride

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-(6-Chloro-2,3-dihydro-indol-1-yl)-7-nitro-quinazoline hydrochloride (2.16 g, 5.90 mmol) was slurried in 250 mL of ethanol containing 0.21 g of 10% paladium on carbon and treated with ammonium formate (1.68 g, 26.6 mmol). After 16 hours the mixture was filtered through celite and evaporated in vacuo to a residue. This was dissolved in chloroform, filtered and washed with sodium bicarbonate and brine then dried with magnesium sulfate, filtered and evaporated in vacuo to give crude product which was recrystallized from 50% aqueous ethanol. The solid was dissolved in methanol containing anhydrous hydrogen chloride and poured into ether to yield the title compound after filtration and drying in vacuo; 0.687 g (35%) M.P. 282°-283° C.

後処理

  1. filtrationAfter 16 hours the mixture was filtered through celite
  2. customevaporated in vacuo to a residue
  3. dissolutionThis was dissolved in chloroform
  4. filtrationfiltered
  5. washwashed with sodium bicarbonate and brine
  6. dry with materialthen dried with magnesium sulfate
  7. filtrationfiltered
  8. customevaporated in vacuo
  9. customto give crude product which
  10. customwas recrystallized from 50% aqueous ethanol
  11. dissolutionThe solid was dissolved in methanol containing anhydrous hydrogen chloride
  12. additionpoured into ether

出典と根拠

ORDレコード
ord-2961a7e29f8a4229a87c8a08638cf956
出典データセット
uspto-grants-1998_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05736534

反応ノート

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