Methylamine → 4-iodo-N-methyl-3-nitrobenzamide

HRID 1844785

反応式

HRID 1844785 の反応式
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].O=S(Cl)Cl.[CH3:18][NH2:19]>CN(C)C=O>[CH3:18][NH:19][C:6](=[O:7])[C:5]1[CH:9]=[CH:10][C:2]([I:1])=[C:3]([N+:11]([O-:13])=[O:12])[CH:4]=1

参加物

5

反応物 3

HCID 6329MethylamineHCID 24386Thionyl ChlorideHCID 112085984-Iodo-3-nitrobenzoic acid

生成物 1

HCID 207555454-iodo-N-methyl-3-nitrobenzamide収率 62.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

10 g (0.034 mol) 4-Iodo-3-nitrobenzoic acid (Compound VI-1) and 50 ml N,N-dimethylformamide were added into a reaction flask, stirred to dissolve, and cooled to below 10° C., and 7.5 ml (0.10 mol) sulfoxide chloride was added. After completion of the dropwise addition, the mixture was warmed to room temperature and reacted for one hour. The reaction mixture was poured into 200 ml aqueous solution of 30% methylamine with low temperature, stirred for 5 minutes to precipitate a solid, and then the mixture was added with 500 ml ice-water, stirred for 10 minutes, filtered. The solid was washed with water and dried to obtain N-methyl-4-iodo-3-nitrobenzamide (Compound VII-1), 6.5 g (0.021 mol), yield 62.3%.

後処理

  1. dissolutionto dissolve
  2. temperaturecooled to below 10° C.
  3. additionAfter completion of the dropwise addition
  4. customreacted for one hour
  5. stirringstirred for 5 minutes
  6. customto precipitate a solid
  7. additionthe mixture was added with 500 ml ice-water
  8. stirringstirred for 10 minutes
  9. filtrationfiltered
  10. washThe solid was washed with water
  11. customdried

出典と根拠

ORDレコード
ord-81194174e91445f69f6c4315a4903ca9
出典データセット
uspto-grants-2015_02
特許番号
US08946478B2

関連ノート

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