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

HRID 2072780ノート

反応式

HRID 2072780 の反応式
[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]

参加物

4

反応物 2

HCID 6385Tert-Butylamine2 回HCID 49627171,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ea2d020625514c8f9e29cad7a8b6c201
出典データセット
uspto-grants-1990_04
特許番号
US04914203

反応ノート

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