Water → HCID 15239024, compound

HRID 1195090Notes

Reaction equation

HRID 1195090 reaction equation
[H-].[Na+].[Br:3][C:4]1[C:9]2[N:10]=[C:11](Cl)[N:12]=[N+:13]([O-:14])[C:8]=2[CH:7]=[C:6]([CH3:16])[CH:5]=1.C(OCC)(=O)C.O.[F:24][C:25]([F:29])([F:28])[CH2:26][OH:27]>O1CCCC1>[Br:3][C:4]1[C:9]2[N:10]=[C:11]([O:27][CH2:26][C:25]([F:29])([F:28])[F:24])[N:12]=[N+:13]([O-:14])[C:8]=2[CH:7]=[C:6]([CH3:16])[CH:5]=1

Participants

7

Reactant 5

HCID 962WaterHCID 64092,2,2-TrifluoroethanolHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 15239023HCID 15239023, compound

Product 1

HCID 15239024HCID 15239024, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 0.5 g of 60% sodium hydride stirring in 30 ml of tetrahydrofuran, 3.0 ml of 2,2,2-trifluoroethanol was added dropwise at ambient temperature. A solution resulted and 2.0 g (7.29 mmol) of the above 5-bromo-3-chloro-7-methyl-1,2,4-benzotriazine-1-oxide was added and at ambient temperature and the mixture stirred 2 h. Ethyl acetate (200 ml) and excess water were added and the separated organic extract washed with water, brine, and dried over magnesium sulfate. The solvent was removed in vacuo, hexane added to the residue, and the suspended yellow solid filtered and dried to afford 1.7 g of 5-bromo-7-methyl-3-(2,2,2-trifluoroethoxy)-1,2,4-benzotriazine-1-oxide, m.p. 127°-128° C.

Workup

  1. customA solution resulted
  2. extractionthe separated organic extract
  3. washwashed with water, brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed in vacuo, hexane
  6. additionadded to the residue
  7. filtrationthe suspended yellow solid filtered
  8. customdried

Sources & evidence

ORD record
ord-543c5621eaf9460ebbc3f4e820f05b53
Source dataset
uspto-grants-1992_05
Patent number
US05110347

Reaction notes

Loading…