Hydrochloric Acid → 6-Bromo-5',6'-dihydro-4'H-spiro[chromene-2,3'-pyran]-4(3H)-imine

HRID 539355

反応式

HRID 539355 の反応式
Cl.[Br:2][C:3]1[CH:4]=[C:5]2[C:15](=[CH:16][CH:17]=1)[O:14][C:8]1([CH2:13][CH2:12][CH2:11][O:10][CH2:9]1)[CH2:7][C:6]2=[N:18]S(C(C)(C)C)=O>O1CCOCC1>[Br:2][C:3]1[CH:4]=[C:5]2[C:15](=[CH:16][CH:17]=1)[O:14][C:8]1([CH2:13][CH2:12][CH2:11][O:10][CH2:9]1)[CH2:7][C:6]2=[NH:18]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 67979337N-(6-Bromo-5',6'-dihydro-4'H-spiro[chromene-2,3'-pyran]-4(3H)-ylidene)-2-methylpropane-2-sulfinamide

生成物 1

HCID 679793356-Bromo-5',6'-dihydro-4'H-spiro[chromene-2,3'-pyran]-4(3H)-imine

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

HCl (4 M in 1,4-dioxane) (0.395 mL, 12.99 mmol) was added to a suspension of N-(6-bromo-5′,6′-dihydro-4′H-spiro[chromene-2,3′-pyran]-4(3H)-ylidene)-2-methylpropane-2-sulfinamide (Example 45 Step 1, 520 mg, 1.30 mmol) in anhydrous 1,4-dioxane (6 mL) and the resulting mixture was stirred under a nitrogen atmosphere at r.t. for 2 days. A precipitate was formed. The precipitate was filtered off and washed with Et2O. The solid was then dissolved in DCM and sat. aq. NaHCO3. The mixture was poured into a phase separator, the organic layer was collected and concentrated. The title compound was used directly in the next step without any further purl fi cation.

後処理

  1. customA precipitate was formed
  2. filtrationThe precipitate was filtered off
  3. washwashed with Et2O
  4. dissolutionThe solid was then dissolved in DCM
  5. additionThe mixture was poured into a phase separator
  6. customthe organic layer was collected
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-749a79f4bf9c45f5a7b83968580c7727
出典データセット
uspto-grants-2014_10
特許番号
US08865911B2

関連ノート

読み込み中…