Thionyl Chloride → 1-Cyclohexyl-2-(2-methyl-4-nitrophenylimino)-3-thia-1-azaspiro[4.4]nonane

HRID 276280

반응식

HRID 276280 반응식
[CH:1]1([NH:7][C:8]2([CH2:13]O)[CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O=S(Cl)Cl.[CH3:19][C:20]1[CH:25]=[C:24]([N+:26]([O-:28])=[O:27])[CH:23]=[CH:22][C:21]=1[N:29]=[C:30]=[S:31]>>[CH:1]1([N:7]2[C:8]3([CH2:12][CH2:11][CH2:10][CH2:9]3)[CH2:13][S:31][C:30]2=[N:29][C:21]2[CH:22]=[CH:23][C:24]([N+:26]([O-:28])=[O:27])=[CH:25][C:20]=2[CH3:19])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

4

반응물 3

HCID 24386Thionyl ChlorideHCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 183161421-(Cyclohexylamino)-1-(hydroxymethyl)cyclopentane

생성물 1

HCID 99075711-Cyclohexyl-2-(2-methyl-4-nitrophenylimino)-3-thia-1-azaspiro[4.4]nonane수율 17%

실험 절차

1-(Cyclohexylamino)-1-(hydroxymethyl)cyclopentane (Method B4a; 1.89 g, 9.59 mmol) was reacted with SOCl2 followed by 2-methyl-4-nitrophenyl isothiocyanate in a manner analogous to Method C2a to yield 1-cyclohexyl-2-(2-methyl-4-nitrophenylimino)-3-thia-1-azaspiro[4.4]nonane (0.44 g, 17%): CI-MS m/z 374 ((M+H)+).

출처 및 근거

ORD 기록
ord-b7d8454f9aa34b8985e8e6ea31559ba0
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06353006B1

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