1,1,3,3-Tetramethylguanidine → HCID 178467224、化合物

HRID 638218ノート

反応式

HRID 638218 の反応式
Br[C:2](=[CH:6]OCC)[C:3](=[O:5])[CH3:4].Cl.[OH:11][CH2:12][C:13]([NH2:15])=[NH:14].CN(C)C(N(C)C)=N>CC(C)=O>[OH:11][CH2:12][C:13]1[NH:14][CH:6]=[C:2]([C:3](=[O:5])[CH3:4])[N:15]=1

参加物

5

反応物 3

HCID 664601,1,3,3-TetramethylguanidineHCID 122173662-Hydroxy-acetamidine hydrochlorideHCID 534237433-Bromo-4-ethoxybut-3-EN-2-one

生成物 1

HCID 178467224HCID 178467224、化合物収率 21%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

9.7 g (0.05 mole) of 3-bromo-4-ethoxy-3-buten-2-one was combined with 5.53 (0.05 mole) of hydroxyacetamidine hydrochloride in 100 ml acetone to form a slurry. To the slurry at 25° C. was added 11.5 g (0.1 mole) of 1,1,3,3-tetramethylguanidine over a period of 5 minutes. After stirring for 48 hours the slurry was filtered and the mother liquors were concentrated in vacuo to an oil which was chromatographed on silica gel 60 (E. Merck) using chloroform as eluent to give 1.48 g (21%) of 2-hydroxymethyl-4-acetylimidazole, m.p. 147°-148° C. 1H-NMR(DMSO-d6)ppm(delta): 7.73 (s, 1H), 5.46 (very broad s, 1H), 4.5 (broad s, 2H), 2.4 (s, 3H).

後処理

  1. customto form a slurry
  2. filtrationwas filtered
  3. concentrationthe mother liquors were concentrated in vacuo to an oil which
  4. customwas chromatographed on silica gel 60 (E. Merck)

出典と根拠

ORDレコード
ord-3f27b471bf8346c5b6954c4488b46dc9
出典データセット
uspto-grants-1985_12
特許番号
US04560690

反応ノート

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