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

HRID 1439217

반응식

HRID 1439217 반응식
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]

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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 then dried over anhyrous 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.

후처리

  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
  7. dry with materialthen dried over anhyrous 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

출처 및 근거

ORD 기록
ord-be6030a4f8a4444395cf093fc33b1c3d
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04058557

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