Chlorotrimethylsilane → 4-Amino-1-(3,4-dimethoxybenzyl)-5-imidazolecarboxamide

HRID 382386ノート

反応式

HRID 382386 の反応式
[CH2:1](O)[C:2]1[CH:11]=[CH:10][C:7]([O:8][CH3:9])=[C:4]([O:5][CH3:6])[CH:3]=1.C[Si](Cl)(C)C.C(=[N:25][C:26]1[N:27]=[CH:28][NH:29][C:30]=1[C:31]([NH2:33])=[O:32])C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C.CS(C)=O>[NH2:25][C:26]1[N:27]=[CH:28][N:29]([CH2:1][C:2]2[CH:11]=[CH:10][C:7]([O:8][CH3:9])=[C:4]([O:5][CH3:6])[CH:3]=2)[C:30]=1[C:31]([NH2:33])=[O:32]

参加物

7

反応物 4

HCID 6397ChlorotrimethylsilaneHCID 7118Veratryl alcoholHCID 11430Potassium CarbonateHCID 539704464-Benzylideneamino-5-imidazolecarboxamide

生成物 1

HCID 183603764-Amino-1-(3,4-dimethoxybenzyl)-5-imidazolecarboxamide収率 63%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A dimethyl sulfoxide solution of 4.29 ml (30 mmol) veratryl alcohol (3,4-dimethoxybenzyl alcohol) was treated in 22.86 ml (180 mmol) trimethylsilyl chloride at room temperature for 1 hour. The resulting product was dissolved in ethyl acetate, washed with distilled water and saturated brine, and dried over anhydrous magnesium sulfate. After concentration under vacuum, the resulting residue was reacted with 2.14 g (10 mmol) of 4-benzylideneamino-5-imidazole carboxamide and 5.52 (40 mmol) of potassium carbonate in the same manner as in Reference Example 2 to obtain 1.73 g of 4-amino-1-(3,4-dimethoxybenzyl)-5-imidazolecarboxamide (yield 63%).

後処理

  1. washwashed with distilled water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationAfter concentration under vacuum

出典と根拠

ORDレコード
ord-ad5194c48b8c4212bf0f5c6c99faa529
出典データセット
uspto-grants-2001_10
特許番号
US06310070B1

反応ノート

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