Tert-Butylamine → 1,3-Dimethyl-2,4-dioxo-N-(1,1-dimethylethyl)-5-pyrimidinesulfonamide

HRID 2072780노트

반응식

HRID 2072780 반응식
[CH3:1][N:2]1[CH:7]=[C:6]([S:8](Cl)(=[O:10])=[O:9])[C:5](=[O:12])[N:4]([CH3:13])[C:3]1=[O:14].[C:15]([NH2:19])([CH3:18])([CH3:17])[CH3:16]>C(Cl)Cl>[CH3:1][N:2]1[CH:7]=[C:6]([S:8]([NH:19][C:15]([CH3:18])([CH3:17])[CH3:16])(=[O:10])=[O:9])[C:5](=[O:12])[N:4]([CH3:13])[C:3]1=[O:14]

참가 물질

4

반응물 2

HCID 6385Tert-Butylamine2회HCID 49627171,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride

생성물 1

HCID 198603851,3-Dimethyl-2,4-dioxo-N-(1,1-dimethylethyl)-5-pyrimidinesulfonamide수율 94%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred suspension of 1,3-dimethyl-2,4-dioxo-5-pyrimidinesulfonyl chloride (300 g, 1.26M) in methylene chloride (2500 mL) at room temperature was added dropwise tert-butylamine (300 mL, 2.85M). The exotherm was allowed to proceed to 35° C. with mild cooling. After addition the reaction was refluxed for 30 minutes, cooled to room temperature and the tert-butylamine.HCl filtered off. The methylene chloride was then washed with diluted hydrochloric acid (700 mL), dried over MgSO4, and stripped under vacuo. Recrystallization of the white solid from ethanol afforded the desired compound (652 g, 94%) in three crops, m.p. 143°-144° C.

후처리

  1. customto proceed to 35° C. with mild cooling
  2. additionAfter addition the reaction
  3. temperaturewas refluxed for 30 minutes
  4. filtrationHCl filtered off
  5. washThe methylene chloride was then washed with diluted hydrochloric acid (700 mL)
  6. dry with materialdried over MgSO4
  7. customRecrystallization of the white solid from ethanol

출처 및 근거

ORD 기록
ord-ea2d020625514c8f9e29cad7a8b6c201
출처 데이터셋
uspto-grants-1990_04
특허 번호
US04914203

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