Hydrochloric Acid → 2-Azido-1,3-dichloro-benzene

HRID 1689748ノート

反応式

HRID 1689748 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:3]=1[NH2:4].Cl.N([O-])=O.[Na+].[N-:15]=[N+:16]=[N-].[Na+]>C(OCC)(=O)C.O>[N:4]([C:3]1[C:2]([Cl:1])=[CH:8][CH:7]=[CH:6][C:5]=1[Cl:9])=[N+:15]=[N-:16]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 118462,6-DichloroanilineHCID 33557Sodium AzideHCID 23668193Sodium Nitrite

生成物 1

HCID 116008082-Azido-1,3-dichloro-benzene収率 90.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

To a 0° C. solution of 2,6-dichloroaniline (2.00 g) in ethyl acetate (40 mL) is added concentrated hydrochloric acid (12 mL). The reaction is stirred for 10 minutes. To this solution is added a solution of sodium nitrite (2.55 g) in water (7.5 mL) over 3 minutes. Upon completion of the addition, the reaction is stirred for an additional 30 minutes. A solution of sodium azide (2.41 g) in water (8 mL) is added over 5 minutes. After 30 minutes, pH 7 buffer (50 mL) is added and the reaction is transferred to a separatory funnel. The layers are separated and the aqueous layer is extracted with ethyl acetate. The organic layers are combined and washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the title compound (2.11 g). 1H NMR (400 MHz, CDCl3) δ 7.3-7.27 (d, 2H), 7.07-7.02 (t, 1H).

後処理

  1. additionUpon completion of the addition
  2. stirringthe reaction is stirred for an additional 30 minutes
  3. waitAfter 30 minutes
  4. additionpH 7 buffer (50 mL) is added
  5. customthe reaction is transferred to a separatory funnel
  6. customThe layers are separated
  7. extractionthe aqueous layer is extracted with ethyl acetate
  8. washwashed with brine
  9. dry with materialdried over sodium sulfate
  10. filtrationfiltered
  11. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d3a19874fa3c4a1fa5db3ee863bed8cd
出典データセット
uspto-grants-2012_04
特許番号
US08153624B2

反応ノート

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