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Pyridine → 2-(Diaminomethyleneamino)-4-(6-methanesulfonylaminomethylpyridin-2-yl)thiazole

HRID 2379870
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HRID 2379870 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][CH2:7][C:8]1[N:13]=[C:12]([C:14]2[N:15]=[C:16]([N:19]=[C:20]([NH2:22])[NH2:21])[S:17][CH:18]=2)[CH:11]=[CH:10][CH:9]=1.N1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>ClCCl.O.C(OCC)(=O)C.O1CCCC1>[NH2:21][C:20](=[N:19][C:16]1[S:17][CH:18]=[C:14]([C:12]2[CH:11]=[CH:10][CH:9]=[C:8]([CH2:7][NH:6][S:2]([CH3:1])(=[O:4])=[O:3])[N:13]=2)[N:15]=1)[NH2:22]
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참가 물질

9

반응물 4

HCID 1049PyridineHCID 11430Potassium CarbonateHCID 31297Methanesulfonyl chlorideHCID 103997684-(6-Aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole

생성물 1

HCID 103143032-(Diaminomethyleneamino)-4-(6-methanesulfonylaminomethylpyridin-2-yl)thiazole

시약·촉매·용매 4

HCID 962
Water
용매
HCID 6344Dichloromethane용매
HCID 8028Tetrahydrofuran용매
HCID 8857Ethyl Acetate용매

실험 절차

Methanesulfonyl chloride (0.58 ml) was added a mixture of 4-(6-aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole (1.8 g) and pyridine (0.81 ml) in dichloromethane (40 ml) under ice-cooling and the mixture was stirred for 23 hours at ambient temperature. The reaction mixture was added a mixture of tetrahydrofuran, ethyl acetate and water and the mixture was adjusted to pH 9.5 with 20% aqueous potassium carbonate. The separated organic layer was washed with brine, dried over magnesium sulfate and evaporated. The residue was recrystallized-from an aqueous methanol to give 2-(diaminomethyleneamino)-4-(6-methanesulfonylaminomethylpyridin-2-yl)thiazole (0.4 g).

후처리

  1. temperaturecooling
  2. additionThe reaction mixture was added
  3. washThe separated organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

출처 및 근거

ORD 기록
ord-68d99f81d2bf41bdab63f338d3179532
출처 데이터셋
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05364871

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