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N,N-Dimethyl-1,3-propanediamine → HCID 19605482, 화합물

HRID 1603593
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HRID 1603593 반응식
Br[C:2]1[CH:7]=[C:6]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH:5]=[C:4]([Br:18])[N:3]=1.[CH3:19][N:20]([CH3:25])[CH2:21][CH2:22][CH2:23][NH2:24]>O1CCOCC1>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]([S:8]([C:6]2[CH:5]=[C:4]([Br:18])[N:3]=[C:2]([NH:24][CH2:23][CH2:22][CH2:21][N:20]([CH3:25])[CH3:19])[CH:7]=2)(=[O:10])=[O:9])=[CH:12][CH:13]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 110146744-[(2,6-Dibromo-4-pyridinyl)sulfonyl]aniline

생성물 1

HCID 19605482HCID 19605482, 화합물수율 43%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
60 °C

실험 절차

0.16 g (0.00041 mol) of 4-(2,6-dibromopyridine-4-sulphonyl)-phenylamine was dissolved in 6 ml of dioxane and treated with 0.52 ml of 3-dimethylamino-1propylamine. The mixture was stirred at 60° C. for 24 hrs., the solvent was removed and the residue was chromatographed on silica gel firstly with 5% methanol in dichloromethane and then with 10% methanol in dichloromethane. The product-containing fractions were freed from solvent, the residue was dissolved in 1N HCl, filtered and the filtrate was adjusted to pH 9 with 1N NaOH. The precipitate which thereby resulted was filtered off under suction and dried in a high vacuum. There was obtained 0.072 g (43%) of N-[4-(4-aminobenzenesulphonyl)-6-bromopyridin-2-yl]-N',N'-dimethylpropane-1,3-diamine as pink coloured crystals; m.p.: >250° C. (dec.).

후처리

  1. custom, the solvent was removed
  2. customthe residue was chromatographed on silica gel firstly with 5% methanol in dichloromethane
  3. dissolutionthe residue was dissolved in 1N HCl
  4. filtrationfiltered
  5. customThe precipitate which thereby resulted
  6. filtrationwas filtered off under suction
  7. customdried in a high vacuum

출처 및 근거

ORD 기록
ord-139c8b7980ea4ae0b8b8ae003eb4af07
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05990105

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