Ammonia → (2-Amino-6-bromo-3-nitro-pyridin-4-yl)-benzyl-carbamic acid ethyl ester

HRID 639662ノート

反応式

HRID 639662 の反応式
[CH2:1]([O:3][C:4](=[O:24])[N:5]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:6]1[CH:11]=[C:10]([Br:12])[N:9]=[C:8](Br)[C:7]=1[N+:14]([O-:16])=[O:15])[CH3:2].[NH3:25].C(OCC)(=O)C.O>CC1CCCO1>[CH2:1]([O:3][C:4](=[O:24])[N:5]([C:6]1[CH:11]=[C:10]([Br:12])[N:9]=[C:8]([NH2:25])[C:7]=1[N+:14]([O-:16])=[O:15])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:2]

参加物

6

反応物 4

HCID 222AmmoniaHCID 962WaterHCID 8857Ethyl AcetateHCID 86614484Benzyl-(2,6-dibromo-3-nitro-pyridin-4-yl)-carbamic acid ethyl ester

生成物 1

HCID 86614485(2-Amino-6-bromo-3-nitro-pyridin-4-yl)-benzyl-carbamic acid ethyl ester

試薬・触媒・溶媒 1

HCID 73012-Methyltetrahydrofuran溶媒

実験手順

Benzyl-(2,6-dibromo-3-nitro-pyridin-4-yl)-carbamic acid ethyl ester (7.50 g) was dissolved in 2-methyl-tetrahydrofuran (15 ml) and the solution placed in a sealable vessel. Concentrated aqueous ammonia solution (15 ml) was added and the vial was then sealed and the bi-phasic mixture left to stir vigorously at room temperature for 36 hours. The reaction mixture was then transferred to a separating funnel and ethyl acetate (120 ml) and water (120 ml) were added. The phases were separated, and then the organics washed with brine (100 ml), dried (MgSO4), and evaporated to a yellow oil. Upon standing, a yellow solid crystallised. This was collected by filtration and washed with pentane, providing the title compound (6.64 g) as a yellow solid.

後処理

  1. customthe solution placed in a sealable vessel
  2. customthe vial was then sealed
  3. waitthe bi-phasic mixture left
  4. customThe reaction mixture was then transferred to a separating funnel
  5. customThe phases were separated
  6. washthe organics washed with brine (100 ml)
  7. dry with materialdried (MgSO4)
  8. customevaporated to a yellow oil
  9. customa yellow solid crystallised
  10. filtrationThis was collected by filtration
  11. washwashed with pentane

出典と根拠

ORDレコード
ord-6e16478e43ab4f8ca541b5bbd9584feb
出典データセット
uspto-grants-2010_04
特許番号
US07691877B2

反応ノート

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