Stannous chloride dihydrate → HCID 21956071、化合物

HRID 505435ノート

反応式

HRID 505435 の反応式
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[CH:4][N:3]=1.O.O.Cl[Sn]Cl>C(O)C>[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([C:11]2[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=2)=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 61436Stannous chloride dihydrateHCID 219560765-(4-Fluorophenyl)-3-nitro-2-pyridinylamine

生成物 1

HCID 21956071HCID 21956071、化合物収率 93.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 2.59 g of 2-amino-5-(4-fluorophenyl)-3-nitro-pyridine (compound G1) in 36 ml ethanol is treated with 12.9 g of SnCl2.2H2O at 90° C. for 24 h under a nitrogen atmosphere. Thereafter, the solution is concentrated to dryness. The residue is dissolved in 600 ml H2O and adjusted to pH 8 using a 1.0 M solution of aqueous sodium hydroxide. Subsequently, the aqueous layer is extracted six times each with 50 ml of ethyl acetate. The combined organic phases are extracted once with 100 ml of brine, dried using magnesium sulfate, filtered with suction, and evaporated to dryness to yield 2.12 g of the pure title compound of m.p. 261° C. MS: 204.3 (MH+). TLC: Rf=0.50 (dichloromethane/methanol 5:1).

後処理

  1. concentrationThereafter, the solution is concentrated to dryness
  2. dissolutionThe residue is dissolved in 600 ml H2O
  3. extractionSubsequently, the aqueous layer is extracted six times each with 50 ml of ethyl acetate
  4. extractionThe combined organic phases are extracted once with 100 ml of brine
  5. customdried
  6. filtrationfiltered with suction
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-fbd17e0aa7cf4f269e57bb73d953a2a5
出典データセット
uspto-grants-2010_08
特許番号
US07781453B2

反応ノート

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