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

HRID 845758노트

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HRID 845758 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 me±.hanol 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 me±
  3. customhanol and the 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-1032b49acd8243f6a47c30bffe972af2
출처 데이터셋
uspto-grants-1988_07
특허 번호
US04760075

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