Triethylamine → Ethyl 4-aminopyrimidine-2-carboxylate

HRID 1982704ノート

反応式

HRID 1982704 の反応式
Cl[C:2](=[CH2:5])[C:3]#[N:4].Br.[CH2:7]([O:9][C:10]([C:12]([NH2:14])=[NH:13])=[O:11])[CH3:8].C(N(CC)CC)C>C(O)C>[NH2:4][C:3]1[CH:2]=[CH:5][N:14]=[C:12]([C:10]([O:9][CH2:7][CH3:8])=[O:11])[N:13]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 701982-ChloroacrylonitrileHCID 233168511-Ethoxycarbonylformamidine hydrobromide

生成物 1

HCID 13060222Ethyl 4-aminopyrimidine-2-carboxylate収率 57.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 2-chloroacrylonitrile (437 mg) and 1-ethoxycarbonylformamidine hydrobromide (985 mg) in ethanol (5 ml) was added dropwise triethylamine (1.01 g) at 0° C. The reaction mixture was stirred for 4 hours at ambient temperature and evaporated to dryness. The residue was dissolved in a mixture of ethyl acetate and water, and extracted with ethyl acetate three times. The combined extracts were dried over anhydrous magnesium sulfate and evaporated to dryness. The residue was triturated with diethyl ether to give ethyl 4-aminopyrimidine-2-carboxylate (480 mg), which was recrystallized from a mixture of ethyl acetate and benzene, mp. 101°-104° C.

後処理

  1. customevaporated to dryness
  2. dissolutionThe residue was dissolved in a mixture of ethyl acetate and water
  3. extractionextracted with ethyl acetate three times
  4. dry with materialThe combined extracts were dried over anhydrous magnesium sulfate
  5. customevaporated to dryness
  6. customThe residue was triturated with diethyl ether

出典と根拠

ORDレコード
ord-0be63982f7c24c968eda33fb6b97902b
出典データセット
uspto-grants-1986_06
特許番号
US04596869

反応ノート

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