Water → HCID 14517962, compound

HRID 476513Notes

Reaction equation

HRID 476513 reaction equation
[F:1][C:2]1[C:12]([N:13]2[N+:17]([O-:18])=[C:16]3[CH2:19][CH2:20][CH2:21][CH2:22][C:15]3=[N:14]2)=[CH:11][C:5]2[NH:6][C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1.[H-].[Na+].[CH2:25](I)[CH3:26].O>CN(C)C=O>[F:1][C:2]1[C:12]([N:13]2[N+:17]([O-:18])=[C:16]3[CH2:19][CH2:20][CH2:21][CH2:22][C:15]3=[N:14]2)=[CH:11][C:5]2[N:6]([CH2:25][CH3:26])[C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6340IodoethaneHCID 24758Sodium hydrideHCID 14517946HCID 14517946, compound

Product 1

HCID 14517962HCID 14517962, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 2-(7-fluoro-2H-1,4-benzoxazin-3(4H)-on-6-yl)-4,5,6,7-tetrahydro-1,2,3-benzotriazole-1-oxide (0.5 g) in dimethylformamide (5 ml), sodium hydride (0.1 g) and then ethyl iodide (0.3 g) were added, followed by heating at 40° C. for 2 hours. The reaction mixture was poured into water, and the precipitated crystals were collected by filtration, dried and recrystallized from a mixture of acetonitrile and isopropanol (1:10) to give Compound No. 2 (0.4 g). m.p., 143°-144° C.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. customdried
  3. customrecrystallized from a mixture of acetonitrile and isopropanol (1:10)
  4. customto give Compound No
  5. customm.p., 143°-144° C.

Sources & evidence

ORD record
ord-e478b083c6e64343832a6dd7c24fab81
Source dataset
uspto-grants-1989_12
Patent number
US04885024

Reaction notes

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