Hexane → 1-Benzoyl-3-(5-methoxy-2-morpholin-4-yl-pyridin-4-yl)-thiourea

HRID 917408노트

반응식

HRID 917408 반응식
[CH3:1][O:2][C:3]1[C:4]([NH2:15])=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[N:7][CH:8]=1.[C:16]([N:24]=[C:25]=[S:26])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CCCCCC>CC(C)=O>[C:16]([NH:24][C:25]([NH:15][C:4]1[C:3]([O:2][CH3:1])=[CH:8][N:7]=[C:6]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[CH:5]=1)=[S:26])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 8058HexaneHCID 68284Benzoyl isothiocyanateHCID 589627015-Methoxy-2-morpholin-4-yl-pyridin-4-ylamine

생성물 1

HCID 589626971-Benzoyl-3-(5-methoxy-2-morpholin-4-yl-pyridin-4-yl)-thiourea수율 66.1%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a stirred solution of 27.5 g (132 mmol) 5-methoxy-2-morpholin-4-yl-pyridin-4-ylamine in 400 ml acetone was added dropwise 19.5 ml (145 mmol) benzoyl isothiocyanate at room temperature. The reaction mixture then heated at reflux for 90 min before being cooled to room temperature and poured onto 400 ml hexane and stirred for 5 min. The resulting crystals were collected by filtration, washed with hexane and dried to afford 32.5 g (66%) 1-benzoyl-3-(5-methoxy-2-morpholin-4-yl-pyridin-4-yl)-thiourea as a brown crystalline solid. ES-MS m/e (%): 373 (M+H+, 100).

후처리

  1. temperatureThe reaction mixture then heated
  2. temperatureat reflux for 90 min
  3. filtrationThe resulting crystals were collected by filtration
  4. washwashed with hexane
  5. customdried

출처 및 근거

ORD 기록
ord-016163aaed7b4acf890e68d293f20667
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273865B2

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