N-bromobutanimide → (6-Bromo-3-propyl-2-propoxy-3H-thieno[2,3-d]pyrimidine-4-ylidene)methylamine

HRID 1167143노트

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HRID 1167143 반응식
[CH2:1]([N:4]1[C:9](=[CH:10][NH2:11])[C:8]2[CH:12]=[CH:13][S:14][C:7]=2[N:6]=[C:5]1[O:15][CH2:16][CH2:17][CH3:18])[CH2:2][CH3:3].[Br:19]N1C(=O)CCC1=O>N1C=CC=CC=1>[Br:19][C:13]1[S:14][C:7]2[N:6]=[C:5]([O:15][CH2:16][CH2:17][CH3:18])[N:4]([CH2:1][CH2:2][CH3:3])[C:9](=[CH:10][NH2:11])[C:8]=2[CH:12]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 69986416(3-Propyl-2-propoxy-3H-thieno[2,3-d]pyrimidine-4-ylidene)methylamine

생성물 1

HCID 53813426(6-Bromo-3-propyl-2-propoxy-3H-thieno[2,3-d]pyrimidine-4-ylidene)methylamine

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
60 °C

실험 절차

In a sulfonation flask, 1.2 g (0.0045 mol) (3-propyl-2-propoxy-3H-thieno[2,3-d]-pyrimidine-4-ylidene)methylamine are dissolved in 15 ml of absolute pyridine. Then the internal temperature is raised to 60° C. and 1.2 g (0.0068 mol) N-bromosuccinimide are added in three portions. After stirring for 3 hours at 60° C., the pyridine is distilled off in a water jet vacuum and the residue taken up in ethylacetate. The organic phase is washed three times with water and after drying the organic phase over Na2SO4 the solvent is removed in a water jet vacuum. The raw material is purified by column chromatography over silica gel (eluant: hexane/ethylacetate 3:1). Yield: 1.2 g of (6-bromo-3-propyl-2-propoxy-3H-thieno[2,3-d]pyrimidine-4-ylidene)methylamine in the form of a brownish oil (1H-NMR-data see table 5).

후처리

  1. distillationthe pyridine is distilled off in a water jet vacuum
  2. washThe organic phase is washed three times with water
  3. dry with materialafter drying the organic phase over Na2SO4 the solvent
  4. customis removed in a water jet vacuum
  5. customThe raw material is purified by column chromatography over silica gel (eluant: hexane/ethylacetate 3:1)

출처 및 근거

ORD 기록
ord-6c87a49ec6c3405fb0de550efd01e9a1
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06617330B2

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