Methanol → N-2-(2-dimethylaminomethyl-5-methyl-4-thiazolylmethylthio)ethyl-N'-methyl-2-nitro-1,1-ethenediamine

HRID 850936노트

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HRID 850936 반응식
[CH3:1][N:2]([CH2:4][C:5]1[S:6][C:7]([CH3:15])=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])[N:9]=1)[CH3:3].CO.[CH3:18][N:19]1[CH:21](SC)[CH:20]1[N+:24]([O-:26])=[O:25].C(OCC)(=O)C.CO.[OH-].[NH4+]>COCCOC>[CH3:3][N:2]([CH2:4][C:5]1[S:6][C:7]([CH3:15])=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:21]([NH:19][CH3:18])=[CH:20][N+:24]([O-:26])=[O:25])[N:9]=1)[CH3:1]

참가 물질

6

반응물 4

HCID 887MethanolHCID 150534792-(2-Dimethylaminomethyl-5-methyl-4-thiazolylmethylthio)ethylamineHCID 193706171-Methyl-2-methylsulfanyl-3-nitroaziridineHCID 21901312Ethyl acetate methanol ammonium hydroxide

생성물 1

HCID 70363494N-2-(2-dimethylaminomethyl-5-methyl-4-thiazolylmethylthio)ethyl-N'-methyl-2-nitro-1,1-ethenediamine

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

Following the procedure of Example 5, a stirred solution of 1.38 g. of 2-(2-dimethylaminomethyl-5-methyl-4-thiazolylmethylthio)ethylamine in 10 ml. of methanol was treated with N-methyl-1-methylthio-2-nitroethyleneamine. The reaction mixture was kept at room temperature overnight by which time all solids had dissolved. Thin layer chromatography (silica-10:10:1 ethyl acetate-methanol-ammonium hydroxide) indicated substantially a single product. The reaction mixture was concentrated by evaporation of the methanol and the resulting gummy yellow residue was triturated with several portions of cold ether, thus providing an off-white gum. Repeated trituration with cold 1,2-dimethoxyethane yielded N-2-(2-dimethylaminomethyl-5-methyl-4-thiazolylmethylthio)ethyl-N'-methyl-2-nitro-1,1-ethenediamine formed in the above reaction melting at about 104°-106° C.

후처리

  1. dissolutionall solids had dissolved
  2. concentrationThe reaction mixture was concentrated by evaporation of the methanol
  3. customthe resulting gummy yellow residue was triturated with several portions of cold ether
  4. customthus providing an off-white gum

출처 및 근거

ORD 기록
ord-ade21f6544ae4e8fb753745ace48f835
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04382090

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