Benzenesulfonamide, N-(((4,6-dimethyl-2-pyrimidinyl)amino)carbonyl)-2-nitro- → HCID 13138213、化合物

HRID 1164292ノート

反応式

HRID 1164292 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[N+:22]([O-])=O)(=[O:15])=[O:14])=[O:11])[N:3]=1.[H][H]>[Pd].C(O)C>[NH2:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[S:13]([NH:12][C:10]([NH:9][C:4]1[N:3]=[C:2]([CH3:1])[CH:7]=[C:6]([CH3:8])[N:5]=1)=[O:11])(=[O:14])=[O:15]

参加物

5

反応物 2

HCID 155933Benzenesulfonamide, N-(((4,6-dimethyl-2-pyrimidinyl)amino)carbonyl)-2-nitro-HCID 178418361HCID 178418361、化合物

生成物 1

HCID 13138213HCID 13138213、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A suspension containing 1 g of N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-nitrobenzenesulfonamide, 0.2 g of 5% palladium on carbon and 50 ml of ethanol was shaken in a Paar apparatus under 40 p.s.i.g. hydrogen at ambient temperature. After one hour, the reaction mixture was filtered and the solids thereby recovered, which contained catalyst and desired product, was stirred with 10% aqueous sodium hydroxide. Filtration of that mixture and acidification of the filtrate with hydrochloric acid to pH 3 caused the desired product to precipitate. After removal by filtration and drying, the desired product melted at 212°-216° and showed infrared absorption peaks at 3200 and 3300 cm-1, consistent for the desired amino-containing compound. Mass spectrometry showed two particles of mass 198 and 123 units, equivalent to aminobenzenesulfonyl isocyanate and 2-amino-4,6-dimethylpyrimidine respectively, as expected for the desired compound.

後処理

  1. customat ambient temperature
  2. filtrationthe reaction mixture was filtered
  3. customthe solids thereby recovered
  4. stirringwas stirred with 10% aqueous sodium hydroxide
  5. filtrationFiltration of that mixture and acidification of the filtrate with hydrochloric acid to pH 3
  6. customto precipitate
  7. customAfter removal
  8. filtrationby filtration
  9. customdrying
  10. customabsorption peaks at 3200 and 3300 cm-1
  11. additionconsistent for the desired amino-containing compound

出典と根拠

ORDレコード
ord-bab0276bcfe146c681c593d3f15a2a56
出典データセット
uspto-grants-1983_01
特許番号
US04369058

反応ノート

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