Dimethylamine → HCID 20488245, 화합물

HRID 1995348노트

반응식

HRID 1995348 반응식
[O:1]=[C:2]1[CH:7]=[C:6]([C:8](O)=[O:9])[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:4][NH:3]1.ClC(OCC)=O.[CH3:23][NH:24][CH3:25]>C(N(CC)CC)C>[CH3:23][N:24]([CH3:25])[C:8]([C:6]1[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:4][NH:3][C:2](=[O:1])[CH:7]=1)=[O:9]

참가 물질

5

반응물 3

HCID 674DimethylamineHCID 10928Ethyl chloroformateHCID 10656345HCID 10656345, 화합물

생성물 1

HCID 20488245HCID 20488245, 화합물

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

2,3-Dihydro-3-oxo-6-phenyl-5-pyridazinecarboxylic acid is treated with ethyl chloroformate, triethylamine, and dimethylamine according to the procedure of Example 3 to give N,N-dimethyl-2,3-dihydro-3-oxo-6-phenyl-5-pyridazinecarboxamide. A solution of this amide (12.5 g) in 400 ml of tetrahydrofuran is treated with 100 ml of 1 M borane in tetrahydrofuran and the resulting mixture is heated under reflux for 4 hours, then cooled and treated with 5% sodium hydroxide (100 ml) and heated under reflux for 1 hour. The tetrahydrofuran is removed on the rotary evaporator and the pH of the residual liquid is adjusted with acetic acid followed by ammonium hydroxide to 10. The product is extracted into dichloromethane and the dichloromethane is filtered and concentrated on the rotary evaporator. The residue is chromatographed on silica gel with 2% methanol and chloroform to give 5-(dimethylaminomethyl)-6-phenyl-3(2H)-pyridazinone.

출처 및 근거

ORD 기록
ord-5eea3dd4f326447993d6903d09da2737
출처 데이터셋
uspto-grants-1983_09
특허 번호
US04404203

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