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

HRID 336834

반응식

HRID 336834 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-39af4352341447feae9be1a7f75ba4c3
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889711B2

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