M-Cresol → HCID 178518403, 화합물

HRID 1272463노트

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HRID 1272463 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:9]([C:11]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([OH:20])[CH:14]=2)=O)=O)[CH:5]=[CH:6][C:7]=1[OH:8].C1C(O)=CC=CC=1C.S(O)(O)(=O)=O.[NH2:34][C:35]1[C:36]([OH:43])=[N:37][C:38]([OH:42])=[N:39][C:40]=1[NH2:41].S(O)(O)(=O)=O>>[OH:1][C:2]1[CH:3]=[C:4]([C:9]2[N:34]=[C:35]3[C:40](=[N:41][C:11]=2[C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([OH:20])[CH:14]=2)[N:39]=[C:38]([OH:42])[N:37]=[C:36]3[OH:43])[CH:5]=[CH:6][C:7]=1[OH:8]

참가 물질

4

반응물 3

HCID 342M-CresolHCID 2382321,2-Bis(3,4-dihydroxyphenyl)ethane-1,2-dioneHCID 178509014HCID 178509014, 화합물

생성물 1

HCID 178518403HCID 178518403, 화합물

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온도
50 °C

실험 절차

A 5-mL reaction vial with a stirring vane and a teflon cap was charged with 3,3′,4,4′-tetrahydroxybenzil (137 mg; 0.500 mmol) and 1.00 mL of m-cresol (Acros) which gives a yellow-brown slurry warming to ca. 50° C. The suspension is treated with sulfate 5,6-diamino-2,4-dihydroxypyrimidine sulfate (120 mg; 0.500 mmol; 1.00 equiv) which is insoluble in the reaction solution at room temperature and goes into solution on heating to ca. 200° C. to give homogeneous dark solution. Heating between 200° C. and 220° C. for an additional 2 h, followed by cooling to room temperature, and precipitation by pouring into 40 mL of anhydrous diethyl ether resulted in a light yellow precipitate. The solid was centrifuged, the supernatant decanted, the solid precipitate was washed with 4×40 mL of diethyl ether and dried in a vacuum dessicator to yield a yellow solid. MS (M+H+: calcd 381; found 381).

후처리

  1. customA 5-mL reaction vial with a stirring vane
  2. customgives a yellow-brown slurry
  3. customis insoluble in the reaction solution at room temperature
  4. temperatureon heating to ca. 200° C.
  5. customto give homogeneous dark solution
  6. temperatureHeating between 200° C. and 220° C. for an additional 2 h
  7. temperatureby cooling to room temperature
  8. customprecipitation
  9. additionby pouring into 40 mL of anhydrous diethyl ether
  10. customresulted in a light yellow precipitate
  11. washthe supernatant decanted, the solid precipitate was washed with 4×40 mL of diethyl ether
  12. customdried in a vacuum dessicator
  13. customto yield a yellow solid

출처 및 근거

ORD 기록
ord-e288c2a08cf24d309b84878bc191d8e1
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07208493B2

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