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

HRID 357593

반응식

HRID 357593 반응식
[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

참가 물질

4

반응물 2

HCID 123440Bromomethyl 2-methoxyphenyl ketoneHCID 178513139HCID 178513139, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2f68083a6a144c5c80812bf0a9653c0c
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840911

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