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Hydrogen Bromide → HCID 68980802, 화합물

HRID 1820838
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HRID 1820838 반응식
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]1[N:14]=[C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[S:16][CH:17]=1)[CH:7]=[CH:6]2.Br>CC(O)=O>[C:18]1([C:15]2[S:16][CH:17]=[C:13]([C:8]3[CH:9]=[C:10]4[C:5](=[CH:6][CH:7]=3)[CH:4]=[C:3]([OH:2])[CH:12]=[CH:11]4)[N:14]=2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 68984203HCID 68984203, 화합물

생성물 1

HCID 68980802HCID 68980802, 화합물수율 85%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of 4-(6-methoxy-2-naphthyl)-2-phenyl-1,3-thiazole (804 mg, 2.53 mmol), prepared in the previous step, in 50 mL of glacial HOAc plus 25 mL of 48% HBr was stirred under nitrogen at 120° C. for 3 h. The solvent was removed under reduced pressure and the residue partitioned between 10% methanol-methylene chloride and 5% NaHCO3. (Note: The solid that did not dissolve in either layer was collected by filtration and saved as the HCL salt of the desired product). The aqueous layer was separated and extracted three times with 10% methanol-methylene chloride. The combined extracts were dried (MgSO4), filtered and the solvent removed under reduced pressure to give 6-(2-phenyl-1,3-thiazol-4-yl)-2-naphthol (650 mg, 85%) as a brown solid, mp 194-197° C. Elemental Analysis for C19H13NOS Calc'd: C, 75.22; H, 4.32; N, 4.62. Found: C, 74.22; H, 4.12; N, 4.43

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue partitioned between 10% methanol-methylene chloride and 5% NaHCO3
  3. dissolution(Note: The solid that did not dissolve in either layer
  4. filtrationwas collected by filtration
  5. customThe aqueous layer was separated
  6. extractionextracted three times with 10% methanol-methylene chloride
  7. dry with materialThe combined extracts were dried (MgSO4)
  8. filtrationfiltered
  9. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-a7175105b8a64d83a77954229cfb2a75
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07605172B2

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