Formic Acid → 3-(4-Methyl-1H-imidazol-1-yl)benzenamine

HRID 653781

反応式

HRID 653781 の反応式
[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[CH:8]=2)[CH:6]=1.C([O-])=O.[Na+].C(O)=O>CO.[Pd]>[CH3:1][C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:8]=[C:9]([NH2:13])[CH:10]=[CH:11][CH:12]=2)[CH:6]=1

参加物

6

反応物 3

HCID 284Formic AcidHCID 2723810Sodium FormateHCID 150301664-methyl-1-(3-nitrophenyl)-1H-imidazole

生成物 1

HCID 150301673-(4-Methyl-1H-imidazol-1-yl)benzenamine収率 82.8%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of 14.6 g of 4-methyl-1-(3-nitrophenyl)-1H-imidazole, 766 mg of palladium black, 19.6 g of sodium formate, 12.8 ml of formic acid in 300 ml of methyl alcohol is stirred for 18 hours under a hydrogen atmosphere. The mixture is filtered through diatomaceous earth and the filtrate evaporated to a residue. The residue is partitioned between saturated potassium bicarbonate and chloroform. The organic layer is dried and evaporated to a residue which is dissolved in a minimum of chloroform and passed through a pad of hydrous magnesium silicate. The filtrate is evaporated to a residue which is stirred with ether and the resulting solid filtered and air dried to give 10.3 g of the desired product as a solid, m.p. 117°-119° C.

後処理

  1. filtrationThe mixture is filtered through diatomaceous earth
  2. customthe filtrate evaporated to a residue
  3. customThe residue is partitioned between saturated potassium bicarbonate and chloroform
  4. customThe organic layer is dried
  5. customevaporated to a residue which
  6. dissolutionis dissolved in a minimum of chloroform
  7. customThe filtrate is evaporated to a residue which
  8. stirringis stirred with ether
  9. filtrationthe resulting solid filtered
  10. customair dried

出典と根拠

ORDレコード
ord-ef79887691ef4890bdccb34fadd96f1a
出典データセット
uspto-grants-1992_07
特許番号
US05128351

関連ノート

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