Sodium Azide → 5-Acetoxy-2-(5-methyltetrazol-1-yl)benzoic acid

HRID 598332ノート

反応式

HRID 598332 の反応式
[C:1]([O:4][C:5]1[CH:16]=[CH:15][C:8]2[N:9]=[C:10]([CH3:14])[O:11][C:12](=[O:13])[C:7]=2[CH:6]=1)(=[O:3])[CH3:2].[N-:17]=[N+:18]=[N-:19].[Na+]>C(O)(=O)C>[C:1]([O:4][C:5]1[CH:16]=[CH:15][C:8]([N:9]2[C:10]([CH3:14])=[N:19][N:18]=[N:17]2)=[C:7]([CH:6]=1)[C:12]([OH:11])=[O:13])(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 33557Sodium AzideHCID 46092582-Methyl-4-oxo-4H-benzo[d][1,3]oxazin-6-yl acetate

生成物 1

HCID 670509905-Acetoxy-2-(5-methyltetrazol-1-yl)benzoic acid収率 95.8%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 6-acetoxy-2-methylbenzo[d][1,3]oxazin-4-one (143 g, 0.653 mol) in 1.44 L of glacial acetic acid was stirred overnight with sodium azide (44.66 g, 0.687 mol). The solution was concentrated under reduced pressure and toluene (1.2 L) was then added. After stirring for one hour, a solid formed. The solid was recovered by filtration and then dried overnight under reduced pressure. The solid was dissolved in 2 L of water and the pH was adjusted to 1 with concentrated hydrochloric acid. After stirring for 3 hours, the resulting solid was filtered and dried overnight under a flow of air to give 164.1 g of 5-acetoxy-2-(5-methyltetrazol-1-yl)benzoic acid as an off white solid.

後処理

  1. concentrationThe solution was concentrated under reduced pressure and toluene (1.2 L)
  2. additionwas then added
  3. customa solid formed
  4. filtrationThe solid was recovered by filtration
  5. customdried overnight under reduced pressure
  6. dissolutionThe solid was dissolved in 2 L of water
  7. stirringAfter stirring for 3 hours
  8. filtrationthe resulting solid was filtered
  9. customdried overnight under a flow of air

出典と根拠

ORDレコード
ord-6faab2c7ca8a4236a71d7a82f08b8c56
出典データセット
uspto-grants-2011_03
特許番号
US07897597B2

反応ノート

読み込み中…