Water → HCID 66813488, compound

HRID 338201Notes

Reaction equation

HRID 338201 reaction equation
C(O[C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19])=O)C.[OH2:20]>>[CH3:19][C:14]1[C:13]2[C:18](=[CH:4][N:6]=[C:7]3[C:8]=2[C:9](=[O:20])[CH2:10][CH:11]=[CH:12]3)[CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 962WaterHCID 66813756HCID 66813756, compound

Product 1

HCID 66813488HCID 66813488, compoundYield 65%

Conditions

Temperature
170 °C

Procedure

The above compound, N-ethoxycarbonyl-2-amino-2′methyl biphenyl (6.7 g, 26 mmol) was added to polyphosphoric acid (15 g) and heated to 170° C. overnight. After cooling, water was added and the white precipitate collected by vacuum filtration to give the 10-methyl-phenanthridinone (3.5 g, 65% yield) whose structure was consistent with CGMS and NMR.

Workup

  1. temperatureAfter cooling
  2. filtrationthe white precipitate collected by vacuum filtration

Sources & evidence

ORD record
ord-c88a267a1270462aafa602d82c0e03c2
Source dataset
uspto-grants-2014_11
Patent number
US08889864B2

Reaction notes

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