Ammonia → N-(2-chloropyridin-4-yl)nitramide

HRID 2391747ノート

反応式

HRID 2391747 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1.S(=O)(=O)(O)O.[N+:14]([O-])([OH:16])=[O:15].N>O>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][N+:14]([O-:16])=[O:15])[CH:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 222AmmoniaHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 844322-Chloropyridin-4-amine

生成物 1

HCID 581432N-(2-chloropyridin-4-yl)nitramide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

357.5 g of 2-chloropyridin-4-amine were added in portions to 2.28 l of cold concentrated sulfuric acid. 0.86 l of nitric acid (90%) were slowly added so that the temperature of the reaction mixture always stays below 10° C. After the addition the mixture was stirred for one hour at room temperature and poured into 4 l of water containing 10 kg of ice. 6.2125% (w/v) aqueous NH3 solution were slowly added. The resulting precipitate was filtered, washed with ice water and dried under vacuum to give 316.6 g of the 2-chloro-N-nitropyridin-4-amine. 316.2 g of this intermediate compound were treated with 2.35 l concentrated sulfuric acid and stirred for 30 minutes at 88-94° C. The mixture was cooled to room temperature and poured into 2 l of water containing 5 kg ice. 6.5 l 25% (w/v) aqueous NH3 solution were slowly added. The resulting precipitate was filtered and pre-dried under reduced pressure. Finally the residue was dried by azeotropic distillation with benzene. After crystallization from benzene the title compound was obtained.

後処理

  1. additionAfter the addition the mixture
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with ice water
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-206495bfd76d459a86b0b6b5cea75bf4
出典データセット
uspto-grants-2012_09
特許番号
US08273890B2

反応ノート

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