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

HRID 1770963

반응식

HRID 1770963 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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(311)-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 purification.

후처리

  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
  8. customThe title compound was used directly in the next step without any further purification

출처 및 근거

ORD 기록
ord-ce14ae36d4074c7e8a898d98f8344864
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09248129B2

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