Acetic Acid → HCID 86743537, compound

HRID 476514Notes

Reaction equation

HRID 476514 reaction equation
[F:1][C:2]1[C:15]([NH:16][NH2:17])=[CH:14][C:5]2[N:6]([CH2:11][C:12]#[CH:13])[C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1.[C:18](O)(=O)[CH3:19].[OH2:22]>C(O)C>[F:1][C:2]1[C:15]([NH:16][NH:17][CH:19]2[CH2:18][CH2:2][CH2:3][CH2:4][C:5]2=[N:6][OH:22])=[CH:14][C:5]2[N:6]([CH2:11][C:12]#[CH:13])[C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 145179487-fluoro-6-hydrazino-4-propargyl-2H-1,4-benzoxazin-3-one

Product 1

HCID 86743537HCID 86743537, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 7-fluoro-4-propargyl-2H-1,4-benzoxazin-3(4H)-on-6-ylhydrazine (2.5 g) and enaminoxime (2.5 g) in ethanol (50 g), acetic acid (0.1 g) was added, and the resultant mixture was heated under reflux for 3 hours. After completion of the reaction, water was added to the reaction mixture, and the precipitated crystals were collected by filtration and washed with ether to give 2-[2-(7-fluoro-4-propargyl-2H-1,4-benzoxazin-3(4H)-on-6-yl)hydrazino]cyclohexanone oxime (4.0 g).

Workup

  1. temperatureunder reflux for 3 hours
  2. additionwas added to the reaction mixture
  3. filtrationthe precipitated crystals were collected by filtration
  4. washwashed with ether

Sources & evidence

ORD record
ord-e5f94ed1e6074bbd80f3b08d4a44174b
Source dataset
uspto-grants-1989_12
Patent number
US04885024

Reaction notes

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