Ammonium Chloride → 5-Amino-7-methyl-8-[3-(2,5-dichlorophenyl)-2-butenyl]tetrazolo[1,5-c]pyrimidine

HRID 54245ノート

反応式

HRID 54245 の反応式
[NH2:1][C:2]1[N:7]=[C:6](Cl)[C:5]([CH2:9][CH:10]=[C:11]([C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=2[Cl:20])[CH3:12])=[C:4]([CH3:21])[N:3]=1.[N-:22]=[N+:23]=[N-:24].[Na+].[Cl-].[NH4+]>CS(C)=O>[NH2:1][C:2]1[N:7]2[N:22]=[N:23][N:24]=[C:6]2[C:5]([CH2:9][CH:10]=[C:11]([C:13]2[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=2[Cl:20])[CH3:12])=[C:4]([CH3:21])[N:3]=1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 54181037HCID 54181037、化合物

生成物 1

HCID 536571025-Amino-7-methyl-8-[3-(2,5-dichlorophenyl)-2-butenyl]tetrazolo[1,5-c]pyrimidine収率 85.9%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

Under a nitrogen atmosphere, a solution of 2.0 grams (0.006 mole) of 2-amino-4-chloro-6-methyl-5-[3-(2,5-dichlorophenyl)-2-butenyl]pyrimidine, 0.4 gram (0.006 mole) of sodium azide, and 0.3 gram (0.006 mole) of ammonium chloride in 15 mL of dimethyl sulfoxide is stirred at ambient temperature for about 18 hours. After this time the reaction mixture is poured into ice-water. The mixture is stirred until the ice melted, and the resultant solid is collected by filtration. The solid is dissolved in methylene chloride, and the solution is dried with magnesium sulfate. The mixture is filtered, and the filtrate is concentrated under reduced pressure to a residual solid. The solid is recrystallized from methylene chloride/petroleum ether, yielding 1.8 grams of 5-amino-7-methyl-8-[3-(2,5-dichlorophenyl)-2-butenyl]tetrazolo[1,5-c]pyrimidine. The NMR spectrum is consistent with the proposed structure.

後処理

  1. filtrationthe resultant solid is collected by filtration
  2. dissolutionThe solid is dissolved in methylene chloride
  3. dry with materialthe solution is dried with magnesium sulfate
  4. filtrationThe mixture is filtered
  5. concentrationthe filtrate is concentrated under reduced pressure to a residual solid
  6. customThe solid is recrystallized from methylene chloride/petroleum ether

出典と根拠

ORDレコード
ord-f029cf127480466ab211c2bd8ceb12da
出典データセット
uspto-grants-1997_04
特許番号
US05622954

反応ノート

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