Potassium Carbonate → 3-(3-(5-Cyanopentylthio)-1,2,5-thiadiazol-4-yl)pyridine

HRID 581010

반응식

HRID 581010 반응식
O.[SH2:2].[Na].Cl[C:5]1[C:9]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[N:8][S:7][N:6]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]#[N:29]>CN(C=O)C.O>[C:28]([CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][S:2][C:5]1[C:9]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[N:8][S:7][N:6]=1)#[N:29]

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 810936-BromohexanenitrileHCID 104881643-Chloro-4-(pyridin-3-yl)-1,2,5-thiadiazoleHCID 53442613Sodium hydrogen sulfide hydrate

생성물 1

HCID 196125283-(3-(5-Cyanopentylthio)-1,2,5-thiadiazol-4-yl)pyridine

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Sodium hydrogen sulfide monohydrate (0.25 g, 3.3 mmol) was added to a solution of 3-(3-chloro-1,2,5-thiadiazol-4-yl)pyridine (0.59 g, 3.0 mmol) in DMF (20 ml) at room temperature and the reaction mixture was stirred for 1 h. Potassium carbonate (1.24 g, 9 mmol) and 6-bromocapronitrile (0.80 g, 4.5 mmol) were added and the reaction mixture was stirred for additionally 24 h. Water (50 ml) was added and extracted with ether. The combined ether phases were dried and evaporated to give the title compound.

후처리

  1. stirringthe reaction mixture was stirred for additionally 24 h
  2. extractionextracted with ether
  3. dry with materialThe combined ether phases were dried
  4. customevaporated

출처 및 근거

ORD 기록
ord-0f8ad05afede4677aa7c477b089d7aa9
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05919805

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