Nitrogen mustard hydrochloride → 2-(4-Methylpiperazin-1-yl)-1,3-thiazole-5-carbaldehyde

HRID 336834

反応式

HRID 336834 の反応式
[NH2:1][C:2]1[S:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=1.C([O-])([O-])=O.[K+].[K+].Cl.Cl[CH2:17][CH2:18][N:19]([CH2:21][CH2:22]Cl)[CH3:20]>CN(C=O)C>[CH3:20][N:19]1[CH2:21][CH2:22][N:1]([C:2]2[S:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=2)[CH2:17][CH2:18]1

参加物

5

反応物 3

HCID 5935Nitrogen mustard hydrochlorideHCID 11430Potassium CarbonateHCID 27377982-Amino-1,3-thiazole-5-carbaldehyde

生成物 1

HCID 14902342-(4-Methylpiperazin-1-yl)-1,3-thiazole-5-carbaldehyde収率 50.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

In a 25 ml flask are added 0.5 g of 2-aminothiazole-5-carboxaldehyde, 1.35 g of K2CO3 in 5 ml of DMF. After dissolution, 0.901 g of 2-chloro-N-(2-chloroethyl)-N-methylethanamine hydrochloride are added. The mixture is left at room temperature for 1 h then heated to 90° C. for 5 h. Next, the mixture is evaporated, dissolved in 100 ml of water, and the aqueous phase is extracted three times with ethyl acetate. The organic phases are combined, washed with sodium chloride saturated solution, dried over sodium sulfate, filtered, and evaporated to yield 420 mg (50%) of 2-(4-methylpiperazin-1-yl)thiazole-5-carboxaldehyde.

後処理

  1. additionare added
  2. customNext, the mixture is evaporated
  3. dissolutiondissolved in 100 ml of water
  4. extractionthe aqueous phase is extracted three times with ethyl acetate
  5. washwashed with sodium chloride saturated solution
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-39af4352341447feae9be1a7f75ba4c3
出典データセット
uspto-grants-2014_11
特許番号
US08889711B2

関連ノート

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