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

HRID 850936ノート

反応式

HRID 850936 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ade21f6544ae4e8fb753745ace48f835
出典データセット
uspto-grants-1983_05
特許番号
US04382090

反応ノート

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