Acetic Acid → HCID 68715290, compound

HRID 220608Notes

Reaction equation

HRID 220608 reaction equation
[F:1][C:2]1[CH:3]=C[CH:5]=[C:6]2NC(=O)OC(=O)[C:7]=12.[C:14]1([NH2:21])[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH2:20].[C:22]([OH:25])(=O)[CH3:23]>O>[F:1][C:2]1[CH:7]=[CH:6][C:5]2[NH:20][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[NH:21][C:22](=[O:25])[C:23]=2[CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7243O-PhenylenediamineHCID 27830576-Fluoroisatoic anhydride

Product 1

HCID 68715290HCID 68715290, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
115 °C

Procedure

6-Fluoro isatoic anhydride and 1,2-phenylenediamine were dissolved in acetic acid (80%) and the mixture heated at 115° C. for 2 hrs. The mixture was poured in water and extracted with ethyl acetate, washed with bicarbonate solution, dried and 2-fluoro-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-11-one was isolated (93%) by evaporation of solvent.

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed with bicarbonate solution
  3. customdried

Sources & evidence

ORD record
ord-75a0d36f32844c9c9fd89dd83930d3a2
Source dataset
uspto-grants-2012_06
Patent number
US08202989B2

Reaction notes

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