HCID 17138478, compound → HCID 178516454, compound

HRID 2277366Notes

Reaction equation

HRID 2277366 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([NH:15][CH:16]=[C:17]2[C:22](=[O:23])OC(C)(C)OC2=O)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClC1C=CC=CC=1Cl>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:12]([C:22]([OH:23])=[CH:17][CH:16]=[N:15]2)=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 17138478HCID 17138478, compound

Product 1

HCID 178516454HCID 178516454, compoundYield 48.5%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

A solution of 5-((3-(Benzyloxy)phenylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (300 g, 849.8 mol) in 1,2-dichlorobenzene (3 L, Aladdin) was heated to reflux for 5 hours. The reaction mixture was cooled to room temperature, followed by further cooling in an ice bath for 2 hours. The solid was collected through filtration, stirred with MeOH (300 mL) at room temperature for 2 hours. The solid was collected through filtration and dried in vacuo at 45° C. to afford the title compound as a pale solid (103 g, 48.5%).

Workup

  1. temperatureto reflux for 5 hours
  2. temperatureby further cooling in an ice bath for 2 hours
  3. filtrationThe solid was collected through filtration
  4. filtrationThe solid was collected through filtration
  5. customdried in vacuo at 45° C.

Sources & evidence

ORD record
ord-bef19642b53c474daf8e603511010e28
Source dataset
uspto-grants-2015_09
Patent number
US09133162B2

Reaction notes

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