Methyl iodide → N-(2-methoxyethyl)-N-methyl-2-chloro-5-(3,6-dihydro-3-methyl-4-trifluoromethyl-2,6-dioxo-1(2H)-pyrimidinyl)benzenesulfonamide

HRID 375680ノート

反応式

HRID 375680 の反応式
[H-].[Na+].[CH3:3][O:4][CH2:5][CH2:6][NH:7][S:8]([C:11]1[CH:16]=[C:15]([N:17]2[C:22](=[O:23])[CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[N:19]([CH3:28])[C:18]2=[O:29])[CH:14]=[CH:13][C:12]=1[Cl:30])(=[O:10])=[O:9].Cl[C:32]1C=CC(N2C(=O)C=C(C(F)(F)F)N(C)C2=O)=CC=1S(Cl)(=O)=O.COCCN.IC>CN(C)C=O>[CH3:3][O:4][CH2:5][CH2:6][N:7]([CH3:32])[S:8]([C:11]1[CH:16]=[C:15]([N:17]2[C:22](=[O:23])[CH:21]=[C:20]([C:24]([F:25])([F:27])[F:26])[N:19]([CH3:28])[C:18]2=[O:29])[CH:14]=[CH:13][C:12]=1[Cl:30])(=[O:10])=[O:9]

参加物

7

反応物 5

HCID 6328Methyl iodideHCID 80182-MethoxyethylamineHCID 24758Sodium hydrideHCID 153348022-chloro-5-(3,6-dihydro-3-methyl-4-trifluoromethyl-2,6-dioxo-1(2H)pyrimidinyl)benzenesulfonyl chlorideHCID 18993683N-(2-methoxyethyl)-2-chloro-5-(3,6-dihydro-3-methyl-4-trifluoromethyl-2,6-dioxo-1(2H)-pyrimidinyl)benzenesulfonamide2 回

生成物 1

HCID 18993675N-(2-methoxyethyl)-N-methyl-2-chloro-5-(3,6-dihydro-3-methyl-4-trifluoromethyl-2,6-dioxo-1(2H)-pyrimidinyl)benzenesulfonamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
5 °C

実験手順

To a stirred slurry of 0.2 g of a 60% dispersion of sodium hydride in mineral oil and 30 ml of N,N-dimethylformamide (DMF) cooled to 5° C. was added 1.95 g of N-(2-methoxyethyl)-2-chloro-5-(3,6-dihydro-3-methyl-4-trifluoromethyl-2,6-dioxo-1(2H)-pyrimidinyl)benzenesulfonamide (Compound #52) prepared according to the procedure set forth above Process B using 2-chloro-5-(3,6-dihydro-3-methyl-4-trifluoromethyl-2,6-dioxo-1(2H)pyrimidinyl)benzenesulfonyl chloride and 2-methoxyethylamine. After stirring for 1 hour at 5° C., 0.6 ml of iodomethane was added to the reaction mixture. After stirring at room temperature for 16 hours, the mixture was concentrated using a rotary evaporator. The resulting gummy residue was treated several times with water until a solid had formed. The solid was recrystallized from ethanol to give 1.3 g of the title compound as a white crystalline solid, m.p. 108°-110° C. Spectral data for this compound is found in Table I.

後処理

  1. customprepared
  2. stirringAfter stirring at room temperature for 16 hours
  3. concentrationthe mixture was concentrated
  4. customa rotary evaporator
  5. additionThe resulting gummy residue was treated several times with water until a solid
  6. customhad formed
  7. customThe solid was recrystallized from ethanol

出典と根拠

ORDレコード
ord-a54f1fef2371449dae970866915b4e3e
出典データセット
uspto-grants-1996_01
特許番号
US05486610

反応ノート

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