Water → HCID 23369803, compound

HRID 1900742Notes

Reaction equation

HRID 1900742 reaction equation
CS(O[CH2:6][CH:7]1[O:19][C:18]2[C:9](=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:20])[CH2:12][CH2:11]3)[CH2:8]1)(=O)=O.[N-:21]=[N+:22]=[N-:23].[Na+].O>CN(C)C=O>[N:21]([CH2:6][CH:7]1[O:19][C:18]2[C:9](=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:20])[CH2:12][CH2:11]3)[CH2:8]1)=[N+:22]=[N-:23]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 23369699HCID 23369699, compound

Product 1

HCID 23369803HCID 23369803, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

The compound obtained in Example 160 (0.691 g, 2.32 mmol) and sodium azide (1.51 g) were suspended in dimethylformamide (14 ml) and stirred at 120° C. for 2 hours. The suspension was cooled and poured into water, followed by extraction with chloroform. The chloroform phase was washed with water and dried over sodium sulfate. When the solvent was distilled off under reduced pressure, 0.553 g of the pale yellow crystals of the title compound was obtained (97.4%, mp.: 157°-158° C.).

Workup

  1. temperatureThe suspension was cooled
  2. extractionfollowed by extraction with chloroform
  3. washThe chloroform phase was washed with water
  4. dry with materialdried over sodium sulfate
  5. distillationWhen the solvent was distilled off under reduced pressure, 0.553 g of the pale yellow crystals of the title compound
  6. customwas obtained (97.4%, mp.: 157°-158° C.)

Sources & evidence

ORD record
ord-4c33faa83185426894d1693e1352e7b5
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

Loading…