Picric Acid → 1-Allyl-alpha-(p-chlorophenyl)-alpha-phenylimidazole-2-methanol

HRID 261964

反応式

HRID 261964 の反応式
[CH2:1](Br)[CH:2]=[CH2:3].[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([C:14]2[NH:15][CH:16]=[CH:17][N:18]=2)[OH:13])=[CH:8][CH:7]=1.[OH-].[Na+].C1(C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C=1)[N+]([O-])=O>C(#N)C>[CH2:1]([N:15]1[CH:16]=[CH:17][N:18]=[C:14]1[C:12]([C:9]1[CH:8]=[CH:7][C:6]([Cl:5])=[CH:11][CH:10]=1)([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[OH:13])[CH:2]=[CH2:3]

参加物

6

反応物 4

HCID 6954Picric AcidHCID 7841Allyl bromideHCID 14798Sodium HydroxideHCID 12433863(4-chlorophenyl)(1H-imidazol-2-yl)phenylmethanol

生成物 1

HCID 124339291-Allyl-alpha-(p-chlorophenyl)-alpha-phenylimidazole-2-methanol

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 3.4 g (0.028 mol) of freshly distilled allyl bromide, 7 g (0.025 mol) of α-(p-chlorophenyl)-α-phenylimidazole-2-methanol (prepared according to Example IV), 1.2 g (0.030 mol) of sodium hydroxide, 0.050 g of picric acid and 50 ml. of acetonitrile was refluxed for 5 hours. The warm reaction mixture was filtered and water was added to the filtrate. The precipitate formed was filtered off, washed with water and petroleum ether (boiling range 40°-60° C.) and three times crystallised from isopropyl alcohol. 1-Allyl-α-(p-chlorophenyl)-α-phenylimidazole-2-methanol was obtained. Melting point 165°-165.5° C.

後処理

  1. customThe warm reaction mixture
  2. filtrationwas filtered
  3. additionwater was added to the filtrate
  4. customThe precipitate formed
  5. filtrationwas filtered off
  6. washwashed with water and petroleum ether (boiling range 40°-60° C.) and three times
  7. customcrystallised from isopropyl alcohol

出典と根拠

ORDレコード
ord-9019765763da459a8ba96ec7d4673355
出典データセット
uspto-grants-1979_05
特許番号
US04152441

関連ノート

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