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

HRID 424772ノート

反応式

HRID 424772 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 min. To this solution is added a solution of sodium nitrite (2.55 g) in water (7.5 mL) over 3 min. Upon completion of the addition, the reaction is stirred for an additional 30 min. A solution of sodium azide (2.41 g) in water (8 mL) is added over 5 min. After 30 min, 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 min
  3. waitAfter 30 min
  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-9ef58be064314238b95b18c5f0ee47df
出典データセット
uspto-grants-2012_01
特許番号
US08106077B2

反応ノート

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