Methanimidamide, hydrochloride (1:1) → 6,7-Dihydro-7-(4-nitrobenzoyl)-5H-pyrimido[5,4-d][1]benzazepine

HRID 962516노트

반응식

HRID 962516 반응식
Cl.[CH:2]([NH2:4])=[NH:3].C[O-].[Na+].CN([CH:11]=[C:12]1[C:18](=O)[C:17]2[CH:20]=[CH:21][CH:22]=[CH:23][C:16]=2[N:15]([C:24](=[O:34])[C:25]2[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=2)[CH2:14][CH2:13]1)C>CO>[N+:31]([C:28]1[CH:29]=[CH:30][C:25]([C:24]([N:15]2[C:16]3[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=3[C:18]3[N:3]=[CH:2][N:4]=[CH:11][C:12]=3[CH2:13][CH2:14]2)=[O:34])=[CH:26][CH:27]=1)([O-:33])=[O:32]

참가 물질

5

반응물 3

HCID 10313058Methanimidamide, hydrochloride (1:1)HCID 10942334Sodium MethoxideHCID 536535644-[(dimethylamino)methylene]-1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepin-5-one

생성물 1

HCID 545281396,7-Dihydro-7-(4-nitrobenzoyl)-5H-pyrimido[5,4-d][1]benzazepine수율 107.7%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a solution of 0.152 g (1.89 mmol) of formamidine hydrochloride in 10 ml of methanol under argon is added 0.102 g (1.89 mmol) of sodium methoxide. After stirring 5 min., a solution of 0.46 g (1.26 mmol) of 4-[(dimethylamino)methylene]-1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepine-5-one in 5 ml of methanol is added and the mixture stirred 18 hours. The solvent is removed, dichloromethane added, and the mixture filtered. The solid is washed with dichloromethane. The combined filtrate is concentrated to dryness to give 0.47 g of tan foam. The preceding solid is purified by chromatography on silica gel. The compound is dissolved in ethyl acetate-dichloromethane and applied to the column. The column is then eluted with ethyl acetate to give 0.25 g of product as pale yellow crystals.

후처리

  1. stirringthe mixture stirred 18 hours
  2. customThe solvent is removed
  3. additiondichloromethane added
  4. filtrationthe mixture filtered
  5. washThe solid is washed with dichloromethane
  6. concentrationThe combined filtrate is concentrated to dryness

출처 및 근거

ORD 기록
ord-ff591c69c9474e40b2e342c9580c182b
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05760031

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