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

HRID 382386노트

반응식

HRID 382386 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-ad5194c48b8c4212bf0f5c6c99faa529
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06310070B1

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