Sodium hydride → 4-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-methylbenzyl)-N-(cyclopropylmethyl)amino]thiazole

HRID 128694Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 128694
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([NH:15][CH:16]([CH3:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[S:12][C:13]=1[CH3:14].BrC(C)C([C:28]1[CH:33]=[CH:32][C:31](Cl)=CC=1Cl)=O.[H-].[Na+]>O1CCCC1.C1(CBr)CC1.C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([N:15]([CH:16]([CH3:23])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:31][CH:32]2[CH2:28][CH2:33]2)[S:12][C:13]=1[CH3:14]

Komponenten

7

Edukt 3

HCID 24758Sodium hydrideHCID 109239912-Bromo-1-(2,4-dichlorophenyl)propan-1-oneHCID 193748634-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-methylbenzyl)amino]thiazole

Produkt 1

HCID 193748504-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-methylbenzyl)-N-(cyclopropylmethyl)amino]thiazole

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 81503BromomethylcyclopropaneLösungsmittel

Versuchsvorschrift

At 0° C., add 0.5 g of 4-(2,4-dichlorophenyl)-5-methyl-2-[N-(α-methylbenzyl)amino]thiazole (prepared from Compound 92 and Compound 15 according to the process described in Example 1), dissolved in 5 ml of anhydrous tetrahydrofuran, and 66 mg of sodium hydride. After 30 minutes of stirring at room temperature, run in 0.67 ml of cyclopropylmethyl bromide dropwise. Leave for eight hours under reflux, cool and dilute the reaction medium with methylene chloride, then pour it onto ice.

Aufarbeitung

  1. customLeave for eight hours
  2. temperatureunder reflux
  3. temperaturecool
  4. additionpour it onto ice

Quellen und Nachweise

ORD-Eintrag
ord-3582406116dd456cb4435c34ea56e06e
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05464847

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