Formamide → HCID 178484998, 화합물

HRID 477286노트

반응식

HRID 477286 반응식
[C:1]([NH:3][C:4]([NH:7][CH2:8][CH2:9][S:10][CH2:11][C:12](=O)[CH:13]([NH:15][CH:16]=O)[CH3:14])=[N:5][CH3:6])#[N:2].C([O-])=O.[NH4+].C([O-])([O-])OC.O.O.O.O.P([O-])([O-])(O)=O.[NH4+].[Na+].C([NH2:41])=O>>[C:1]([NH:3][C:4]([NH:5][CH3:6])=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[N:41]=[CH:16][NH:15][C:13]=1[CH3:14])#[N:2]

참가 물질

6

반응물 5

HCID 713FormamideHCID 2723923Ammonium formateHCID 14457222N-cyano-N'-[2-(3-formylamino-2-oxobutylthio)ethyl]-N"-methylguanidineHCID 53629101MethylorthoformateHCID 56924540Ammonium sodium phosphate tetrahydrate

생성물 1

HCID 178484998HCID 178484998, 화합물수율 87%

반응 조건

온도
100 °C

실험 절차

To 136 mg of N-cyano-N'-[2-(3-formylamino-2-oxobutylthio)ethyl]-N"-methylguanidine, 320 mg of amonium formate, 0.6 ml of methyl orthoformate and 209 mg of sodium ammonium hydrogenphosphate tetrahydrate was added 2.5 ml of formamide, and the mixture was stirred at 100° C. for 2 hours. The reaction mixture was cooled and insoluble substances were removed, and the solvent was removed under reduced pressure and the obtained residue was refined by silica gel column chromatography (eluting solvent: chloroform/ethanol=5/1) and recrystallized from isopropanol/ether (60/40) to obtain 100 mg of intended Cimetidine (the yield was 87%).

후처리

  1. temperatureThe reaction mixture was cooled
  2. custominsoluble substances were removed
  3. customthe solvent was removed under reduced pressure
  4. washthe obtained residue was refined by silica gel column chromatography (eluting solvent: chloroform/ethanol=5/1)
  5. customrecrystallized from isopropanol/ether (60/40)

출처 및 근거

ORD 기록
ord-d8c756f6edd649dda9bd58fd304200f5
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04886910

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