Hydrochloric Acid → 1-(2,6-diethylphenyl)3-(N-methoxy-N'-methylamidino)urea hydrochloride

HRID 325523

反応式

HRID 325523 の反応式
C1(C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C=1)[N+]([O-])=O.[CH3:17][O:18][NH:19][C:20]([NH:22][CH3:23])=[NH:21].[OH-].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+].[CH2:33]([C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([CH2:41][CH3:42])[C:36]=1[N:43]=[C:44]=[O:45])[CH3:34].[ClH:46]>O1CCCC1.CO>[ClH:46].[CH2:33]([C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([CH2:41][CH3:42])[C:36]=1[NH:43][C:44]([NH:21][C:20](=[N:22][CH3:23])[NH:19][O:18][CH3:17])=[O:45])[CH3:34]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 51531832,6-Diethylphenyl isocyanateHCID 178485187HCID 178485187、化合物

生成物 1

HCID 204652781-(2,6-diethylphenyl)3-(N-methoxy-N'-methylamidino)urea hydrochloride

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of 10.0 g. (30.0 mmol) of N-methoxy-N'-methyl guanidine picrate in tetrahydrofuran (60 ml.) are added 2.4 g. (30.0 mmol) of fifty percent (w/w) aqueous sodium hydroxide and the mixture stirred for 11/2 hours. Five (5.0) grams of anhydrous sodium sulfate is added and the mixture stirred for an additional one-half hour. To this mixture is added a solution of 4.8 g. (30.0 mmol) of 2,6-diethylphenylisocyanate in tetrahydrofuran (20 ml.) and the mixture stirred over night. The mixture is partitioned between chloroform and water and the layers are separated. The chloroform layer is washed well with dilute aqueous sodium hydroxide until most of the color is removed when dried over anhydrous magnesium sulfate, filtered and concentrated to give an oil which is dissolved in methanol and acidified with methanolic hydrochloric acid. The methanol is removed under vacuum to give a gummy foam which is crystallized from methanol/ethyl acetate to give 1-(2,6-diethylphenyl)-3-(N-methoxy-N'-methylamidino)urea hydrochloride, m.p. 159.5°-160.5° C.

後処理

  1. additionTo a suspension of 10.0 g
  2. additionTo this mixture is added a solution of 4.8 g
  3. customThe mixture is partitioned between chloroform and water
  4. customthe layers are separated
  5. washThe chloroform layer is washed well with dilute aqueous sodium hydroxide until most of the color
  6. customis removed when
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customto give an oil which
  11. customThe methanol is removed under vacuum
  12. customto give a gummy foam which
  13. customis crystallized from methanol/ethyl acetate

出典と根拠

ORDレコード
ord-bdc96b09dd764a62a7ab4000f18ffdbd
出典データセット
uspto-grants-1984_04
特許番号
US04440949

関連ノート

読み込み中…