4-(4-chlorophenyl)-1H-imidazole-1,2-diamine → HCID 178478842, 화합물

HRID 357601노트

반응식

HRID 357601 반응식
[OH:1][NH:2][C:3]([C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH2:7][CH2:8][C:9]2=[N:14]O)=[NH:4].N[N:17]1[CH:21]=[C:20]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)[N:19]=[C:18]1[NH2:29]>Cl>[ClH:28].[ClH:28].[OH:1][NH:2][C:3]([C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH2:7][CH2:8][C:9]2=[N:14][N:17]1[CH:21]=[C:20]([C:22]2[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=2)[N:19]=[C:18]1[NH2:29])=[NH:4]

참가 물질

4

반응물 2

HCID 14788384-(4-chlorophenyl)-1H-imidazole-1,2-diamineHCID 178513250HCID 178513250, 화합물

생성물 1

HCID 178478842HCID 178478842, 화합물

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

반응 조건

온도
120 °C

실험 절차

A mixture of 1.026 g (5 mmol) of 4-(N-hydroxyamidino)-2,3-dihydro-1H-inden-1-one oxime, 1.043 g (5 mmol) of 1,2-diamino-4-(4-chlorophenyl)-imidazole (see Beyer H. et al., Chem. Ber. 101, 3151 (1968)) and 20 ml of 4N hydrochloric acid is heated at 120° C. for 18 hours, with stirring, and is then concentrated by evaporation in vacuo. 25 ml of ethanol are added to the crystalline residue, the mixture is cooled to 5° C., with stirring, and is filtered, and the crystallizate is washed with a small amount of ethanol and diethyl ether. The crude title compound, dried under a high vacuum, contains 8.17% water and melts at 226°-228° C. (decomp.), 1H-NMR (D2O): δ=8.06 (d, 1H); 7.75 (d, 1H); 7.55 (t, 1H); 7.40 (s, 1H); 7.38 (d, 2H); 7.28 (d, 2H); 3.21-3.27 (m, 2H), 3.03-3.09 (m, 2H).

후처리

  1. concentrationis then concentrated by evaporation in vacuo
  2. addition25 ml of ethanol are added to the crystalline residue
  3. temperaturethe mixture is cooled to 5° C.
  4. stirringwith stirring
  5. filtrationis filtered
  6. washthe crystallizate is washed with a small amount of ethanol and diethyl ether
  7. dry with materialThe crude title compound, dried under a high vacuum

출처 및 근거

ORD 기록
ord-b4174ecf0f224dc987eff26c6cb65c01
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840911

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