Thionyl Chloride → Methyl 5-amino-2-nitrobenzoate

HRID 1094991ノート

反応式

HRID 1094991 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[CH2:14](OC(=O)C1C=C(N2CCCCC2)C=CC=1N)C.S(Cl)(Cl)=O>CO>[CH3:14][O:8][C:7](=[O:9])[C:6]1[CH:10]=[C:2]([NH2:1])[CH:3]=[CH:4][C:5]=1[N+:11]([O-:13])=[O:12]

参加物

5

反応物 3

HCID 24386Thionyl ChlorideHCID 832985-Amino-2-nitrobenzoic acidHCID 613065672-Amino-5-piperidin-1-yl-benzoic acid ethyl ester

生成物 1

HCID 11446896Methyl 5-amino-2-nitrobenzoate収率 42%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

5-Amino-2-nitro-benzoic acid (compound A′) (910 mg) was dissolved in methanol (50 ml). Thionyl chloride (0.74 ml) was added dropwise to the solution on an ice bath, and a reaction was allowed to proceed under reflux with heating for 12 hr. After the completion of the reaction, the reaction solution was allowed to stand for cooling to room temperature and was then concentrated under the reduced pressure. The residue was purified by column chromatography eluted with a chloroform-methanol system to give 5-amino-2-nitro-benzoic acid methyl ester (410 mg, yield 42%).

後処理

  1. temperatureunder reflux
  2. temperaturewith heating for 12 hr
  3. customAfter the completion of the reaction
  4. concentrationwas then concentrated under the reduced pressure
  5. customThe residue was purified by column chromatography
  6. washeluted with a chloroform-methanol system

出典と根拠

ORDレコード
ord-4bd5328ed55747c48fbafa16bc0bea07
出典データセット
uspto-grants-2012_03
特許番号
US08134015B2

反応ノート

読み込み中…