Glycolic Acid → (6-Phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methanol

HRID 40178

반응식

HRID 40178 반응식
[C:1]1([C:7]2[N:12]=[N:11][C:10]([NH:13][NH2:14])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:15](O)(=O)[CH2:16][OH:17].CC1C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[N:11]([C:15]([CH2:16][OH:17])=[N:14][N:13]=3)[N:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 757Glycolic AcidHCID 521998p-Toluenesulfonic acid monohydrateHCID 64098423-Hydrazinyl-6-phenylpyridazine

생성물 1

HCID 57812703(6-Phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methanol

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 1-(6-phenylpyridazin-3-yl)hydrazine (2.00 g, 10.7 mmol), glycolic acid (0.825 g, 10.8 mmol), p-TsOH.H2O (2.55 g, 13.4 mmol) in PhMe (50 mL) was refluxed for 14 h. PhMe was removed in vacuo. The resulting solids were diluted with water (30 mL). The mixture was brought to pH˜10 with 2N NaOH. The solids were isolated solid by filtration, washed with water and dried under vacuum to give an off white solid which was used without further purification. (ESI, pos. ion) m/z: 227.0 (M+H).

후처리

  1. temperaturewas refluxed for 14 h
  2. customPhMe was removed in vacuo
  3. additionThe resulting solids were diluted with water (30 mL)
  4. customThe solids were isolated solid
  5. filtrationby filtration
  6. washwashed with water
  7. customdried under vacuum
  8. customto give an off white solid which
  9. customwas used without further purification

출처 및 근거

ORD 기록
ord-6989f4bd20934af588a402f67981da7d
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524900B2

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