Bromomethyl 2-methoxyphenyl ketone → 2-Amino-1-benzylideneamino-4-(2-methoxyphenyl)-imidazole

HRID 357593

反応式

HRID 357593 の反応式
[C:1]([NH:4][N:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[NH:3])[NH2:2].[CH3:13][O:14][C:15]1[CH:24]=[CH:23][CH:22]=[CH:21][C:16]=1[C:17](=O)[CH2:18]Br>C(O)C>[NH2:3][C:1]1[N:4]([N:5]=[CH:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:18]=[C:17]([C:16]2[CH:21]=[CH:22][CH:23]=[CH:24][C:15]=2[O:14][CH3:13])[N:2]=1

参加物

4

反応物 2

HCID 123440Bromomethyl 2-methoxyphenyl ketoneHCID 178513139HCID 178513139、化合物

生成物 1

HCID 541454122-Amino-1-benzylideneamino-4-(2-methoxyphenyl)-imidazole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 41.7 g (0.257 mol) of benzaldehyde guanylhydrazone (see Thiele, A., Liebigs Annalen der Chemie 270, 35) and 30.12 g of 2-methoxyphenacyl bromide (Aldrich, Buchs, Switzerland; 98%, Cat. no. 10,085-4) in 130 ml of ethanol is boiled under reflux for one hour. After cooling, the product that has crystallised out is filtered off with suction and recrystallized from ethanol. In that manner there is obtained the title compound, m.p. 166°-167° C., 1H-NMR (DMSO): δ=8.61 (s, 1H); 8.0 (m, 3H); 7.88 (s, 1H); 7.5 (m, 3H); 7.19 (m, 1H); 7.03 (d, 1H); 6.96 (t, 1H); 6.16 (s, 2H); 3.94 (s, 3H).

後処理

  1. temperatureunder reflux for one hour
  2. temperatureAfter cooling
  3. customthe product that has crystallised out
  4. filtrationis filtered off with suction
  5. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-2f68083a6a144c5c80812bf0a9653c0c
出典データセット
uspto-grants-1998_11
特許番号
US05840911

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