Water → HCID 67771052, compound

HRID 1900867Notes

Reaction equation

HRID 1900867 reaction equation
Br[CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH2:9][CH2:8]3.[C:18]([NH:28][NH2:29])([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19].O>CN(C)C=O>[CH2:21]([O:20][C:18]([NH:28][NH:29][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH2:9][CH2:8]3)=[O:19])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 962WaterHCID 79242Benzyl carbazateHCID 54266973HCID 54266973, compound

Product 1

HCID 67771052HCID 67771052, compoundYield 38.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

The compound obtained in Example 338 (1.5 g, 5.1 mmol) was dissolved in dimethylformamide (40 ml), to which carbobenzoxy hydrazine (4.2 g, 25.3 mmol) was added, and stirred at 150° C. for 5 hours. The reaction mixture was poured into water, and then extracted with chloroform. The organic phase was washed with water, dried, and condensed under reduced pressure. As a result, 0.744 g of the title compound was obtained as a colorless solid (40.0%).

Workup

  1. additionwas added
  2. extractionextracted with chloroform
  3. washThe organic phase was washed with water
  4. customdried
  5. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-1d872bbc2d5d45998c536dd3d9b4da6e
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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