Diphenyl Ether → HCID 178469630, compound

HRID 1966800Notes

Reaction equation

HRID 1966800 reaction equation
C1(OC2C=CC=CC=2)C=CC=CC=1.[CH3:14][O:15][C:16]1[CH:40]=[CH:39][C:19]([CH2:20][N:21]2[C:25]([NH:26][CH:27]=[C:28]([C:34]([O:36][CH2:37][CH3:38])=[O:35])[C:29](OCC)=[O:30])=[CH:24][CH:23]=[N:22]2)=[CH:18][CH:17]=1>C(O)C>[OH:30][C:29]1[C:28]([C:34]([O:36][CH2:37][CH3:38])=[O:35])=[CH:27][N:26]=[C:25]2[N:21]([CH2:20][C:19]3[CH:39]=[CH:40][C:16]([O:15][CH3:14])=[CH:17][CH:18]=3)[N:22]=[CH:23][C:24]=12

Participants

4

Reactant 2

HCID 7583Diphenyl EtherHCID 59198498diethyl ({[1-(4-methoxybenzyl)-1H-pyrazol-5-yl]amino}methylidene)propanedioate

Product 1

HCID 178469630HCID 178469630, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
45 °C

Procedure

Diphenyl ether (180 ml) was heated to about 230° C. (Internal temperature 200-210° C.) under inert atmosphere in a round bottom flask fitted with distillation set and a solution of diethyl ({[1-(4-methoxybenzyl)-1H-pyrazol-5-yl]amino}methylidene)propanedioate (85 gm, 0.227 mol) (example 2) in absolute ethanol (130 ml) was added dropwise. The reaction mixture was heated for about 2 hours. Volatile solubles were distilled out. The mixture was cooled to 45° C. and methanol (150 ml) was added dropwise. Solid, which precipitated out was filtered and washed with methanol and hexane and dried under vacuum.

Workup

  1. customfitted with distillation
  2. temperatureThe reaction mixture was heated for about 2 hours
  3. distillationVolatile solubles were distilled out
  4. additionmethanol (150 ml) was added dropwise
  5. customSolid, which precipitated out
  6. filtrationwas filtered
  7. washwashed with methanol and hexane
  8. customdried under vacuum

Sources & evidence

ORD record
ord-90db963f319944f8b83c1375231081ac
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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