Sulfuric Acid → 5-(p-Aminophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine

HRID 22559

反応式

HRID 22559 の反応式
C([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[N:15]3[CH:16]=[N:17][CH:18]=[C:14]3[CH2:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)(O)=O.S(=O)(=O)(O)O.[NH:24]=[N+]=[N-]>C(Cl)CCl>[NH2:24][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[N:15]3[CH:16]=[N:17][CH:18]=[C:14]3[CH2:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 24530Hydrazoic acidHCID 136882154-(5,6,7,8-Tetrahydroimidazo[1,5-a]pyridin-5-yl)benzoic acid

生成物 1

HCID 152947205-(p-Aminophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

A solution of 2.42 g of 5-(p-carboxyphenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine in 100 ml of ethylene dichloride is treated with 6 ml of concentrated sulfuric acid. The reaction mixture is heated to 40° and 6 ml of hydrazoic acid (2M is ethylene dichloride) is added dropwise. When gas evolution has ceased, the reaction mixture is evaporated. The residue is redissolved in water and adjusted to pH 10. The aqueous phase is extracted with methylene chloride (3×30 ml). The organic extracts are dried over potassium carbonate and evaporated to yield the title compound.

後処理

  1. temperatureThe reaction mixture is heated to 40°
  2. customthe reaction mixture is evaporated
  3. dissolutionThe residue is redissolved in water
  4. extractionThe aqueous phase is extracted with methylene chloride (3×30 ml)
  5. dry with materialThe organic extracts are dried over potassium carbonate
  6. customevaporated

出典と根拠

ORDレコード
ord-61cf4961dcae4e4a94398f293327a7af
出典データセット
uspto-grants-1995_06
特許番号
US05428160

関連ノート

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