Water → 6-ethoxy-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-nitropyridin-2-amine

HRID 1050712ノート

反応式

HRID 1050712 の反応式
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH2:12][CH3:13])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:20][C:21]1[S:22][C:23]([CH2:26][NH:27][CH2:28][CH3:29])=[CH:24][N:25]=1.O>CN(C)C=O>[CH2:12]([O:11][C:4]1[N:3]=[C:2]([N:27]([CH2:26][C:23]2[S:22][C:21]([Cl:20])=[N:25][CH:24]=2)[CH2:28][CH3:29])[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1)[CH3:13]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 202494082-Chloro-6-ethoxy-3-nitropyridineHCID 22450338N-((2-Chlorothiazol-5-yl)methyl)ethanamine

生成物 1

HCID 1178759096-ethoxy-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-nitropyridin-2-amine収率 43.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

1.36 g of 2-chloro-6-ethoxy-3-nitropyridine, 10 mL of N,N-dimethylformamide (DMF), and 2.00 g of potassium carbonate were added to a 100 mL single neck flask, under stirring at room temperature, 1.20 g of 2-chloro-5-ethylaminomethylthiazole prepared in the example 1 in 5.0 mL of DMF was added dropwise. After that, the reaction solution was heated to 40-80° C. and reacted for 3-6 hr. After cooling down, the resulting mixture was added to water (50 mL), then treated by the method according to the example 1 to obtain 1.01 g of 6-ethoxy-N-((2-chlorothiazole-5-yl)methyl)-N-ethyl-3-nitropyridin-2-amine, a viscous liquid, with 98.6% purity, a yield of 43.2%, and the structure was confirmed by GC-Mass and 1H NMR.

後処理

  1. additionwas added dropwise
  2. temperatureAfter that, the reaction solution was heated to 40-80° C.
  3. customreacted for 3-6 hr
  4. temperatureAfter cooling down
  5. additiontreated by the method

出典と根拠

ORDレコード
ord-3299b3bb6d054d17a15cd8a80a5fed88
出典データセット
uspto-grants-2016_07
特許番号
US09386769B2

反応ノート

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