Sodium Carbonate → 5-Amino-1-chloroisoquinoline

HRID 970668

反応式

HRID 970668 の反応式
[Cl:1][C:2]1[C:11]2[C:6](=[C:7]([N+:12]([O-])=O)[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.C([O-])([O-])=O.[Na+].[Na+]>CCOC(C)=O>[Cl:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([NH2:12])[C:6]=2[CH:5]=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 10340Sodium CarbonateHCID 4597741-Chloro-5-nitroisoquinoline

生成物 1

HCID 4597715-Amino-1-chloroisoquinoline

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1-chloro-5-nitroisoquinoline (450 mg, 0.0022 mol), stannous chloride dihydrate (2.4 g, 0.011 mol), and EtOAc (50 mL) was stirred under reflux under an atmosphere of nitrogen for 3 h. After cooling, the mixture was poured into ice-water and basified to pH 10.0 with aq. Na2CO3. The organic phase was separated and the aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4) and concentrated under vacuum. The residue was purified by column chromatography on silica gel to give the product as a light yellow solid. LC-MS: 3.17 min, 179.2 & 181.2 (M+1).

後処理

  1. temperatureunder reflux under an atmosphere of nitrogen for 3 h
  2. temperatureAfter cooling
  3. customThe organic phase was separated
  4. extractionthe aqueous phase was extracted with EtOAc
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated under vacuum
  8. customThe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-b7471276dcf14b909b6e0a0b1793c111
出典データセット
uspto-grants-2007_12
特許番号
US07312233B2

関連ノート

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