Sodium → Methyl 4-aminopyrimidine-2-carboxylate

HRID 1075274ノート

反応式

HRID 1075274 の反応式
Cl.C(O[CH:5]=[CH:6][C:7](=[NH:11])OCC)C.Br.[CH2:13]([O:15][C:16]([C:18]([NH2:20])=[NH:19])=[O:17])C.[Na]>CO>[NH2:11][C:7]1[CH:6]=[CH:5][N:20]=[C:18]([C:16]([O:15][CH3:13])=[O:17])[N:19]=1

参加物

5

反応物 3

HCID 5360545SodiumHCID 233168511-Ethoxycarbonylformamidine hydrobromideHCID 86737728Ethyl 3-ethoxyacrylimidate hydrochloride

生成物 1

HCID 13060221Methyl 4-aminopyrimidine-2-carboxylate収率 39%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of ethyl 3-ethoxyacrylimidate hydrochloride (4.0 g) and 1-ethoxycarbonylformamidine hydrobromide (4.4 g) in methanol (110 ml) was added dropwise a solution of sodium metal (1 g) in methanol (110 ml) at 0° C. The reaction mixture was stirred for an hour at 0° to 5° C. and for additional 4 hours at ambient temperature. The solution was evaporated to dryness and the residue was dissolved in a mixture of ethyl acetate and an aqueous solution of sodium chloride. The organic layer was separated out and the aqueous layer was extracted with ethyl acetate five times. All organic layers were combined, dried over anhydrous magnesium sulfate and evaporated to dryness. The residue was triturated with diethylether to give methyl 4-aminopyrimidine-2-carboxylate (1.33 g), which was recrystallized from ethyl acetate, mp. 140°-142.5° C.

後処理

  1. customThe solution was evaporated to dryness
  2. dissolutionthe residue was dissolved in a mixture of ethyl acetate
  3. customThe organic layer was separated out
  4. extractionthe aqueous layer was extracted with ethyl acetate five times
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated to dryness
  7. customThe residue was triturated with diethylether

出典と根拠

ORDレコード
ord-4a85533222bf44bc8f533d8887f71f67
出典データセット
uspto-grants-1983_07
特許番号
US04395411

反応ノート

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