Sodium Hydroxide → N-(2-Chloro-6-Methylphenyl)-N'-(1,4,5,6-Tetrahydropyrimidin-2-yl)urea Monohydrochloride Hemihydrate

HRID 895022노트

반응식

HRID 895022 반응식
[ClH:1].[NH2:2][C:3]1[NH:4][CH2:5][CH2:6][CH2:7][N:8]=1.[OH-].[Na+].[O-:11]S([O-])(=O)=O.[Na+].[Na+].[Cl:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:20]=1[N:26]=[C:27]=[O:28]>C1COCC1>[OH2:11].[ClH:18].[Cl:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:20]=1[NH:26][C:27]([NH:2][C:3]1[NH:8][CH2:7][CH2:6][CH2:5][N:4]=1)=[O:28].[Cl:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:20]=1[NH:26][C:27]([NH:2][C:3]1[NH:8][CH2:7][CH2:6][CH2:5][N:4]=1)=[O:28].[ClH:1]

참가 물질

6

반응물 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 2681232-Chloro-6-methylphenyl isocyanateHCID 225575271,3-Diazinan-2-imine hydrochloride

생성물 1

HCID 70484368N-(2-Chloro-6-Methylphenyl)-N'-(1,4,5,6-Tetrahydropyrimidin-2-yl)urea Monohydrochloride Hemihydrate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A mixture of 8.14 g (0.060 mol) of 2-amino-1,4,5,6-tetrahydropyrimidine hydrochloride, 6.0 g (0.075 mol) of 50% NaOH and 75 ml of THF was stirred for 0.5 hours at room temperature and then 15 g Na2SO4 was added. After stirring for 0.5 hours, a solution of 6.70 g (0.040 mol) of 2-chloro-6-methylphenyl isocyanate in 50 ml of THF was added over a period of 0.5 hours. After stirring for 1 hour, the reaction mixture was filtered, the filtrate evaporated in vacuo and the residue dissolved in 25 ml of 10% HCl and 25 ml of H2O with warming. After filtration through diatomaceous earth chilling in ice gave the crystalline hydrochloride which was recrystallized from cold H2O after treatment with charcoal affording 7.15 g (59%). This material was dried in vacuo (20° C., 5 mm Hg) to constant weight to give 7.11 g (59%) of pure N-(2-chloro-6-methylphenyl)-N'-(1,4,5,6-tetrahydropyrimidin-2-yl)urea monohydrochloride hemihydrate, m.p. (190) 215°-220° C. melts, then forms a new solid; m.p. 243°-245° C.; IR(CHCl3) 3224, 1713, 1677, 1641, 1543 cm-1 ; UV max. (MeOH) 236 (ε16,200) and 217 nm infl (ε21,500).

후처리

  1. stirringAfter stirring for 0.5 hours
  2. stirringAfter stirring for 1 hour
  3. filtrationthe reaction mixture was filtered
  4. customthe filtrate evaporated in vacuo
  5. dissolutionthe residue dissolved in 25 ml of 10% HCl
  6. temperature25 ml of H2O with warming
  7. filtrationAfter filtration through diatomaceous earth
  8. temperaturechilling in ice

출처 및 근거

ORD 기록
ord-b3ad9bce32e048169c2e5ef1b016fc2a
출처 데이터셋
uspto-grants-1981_08
특허 번호
US04285948

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