Ethanol → HCID 19972667, compound

HRID 2400171Notes

Reaction equation

HRID 2400171 reaction equation
Cl[CH2:2][C:3]1[C:12]2[O:11][C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:9]([CH3:19])[C:8](=[O:20])[C:7]=2[CH:6]=[CH:5][CH:4]=1.[N-:21]=[N+:22]=[N-:23].[Na+].O.C(O)C>CN(C)C=O>[N:21]([CH2:2][C:3]1[C:12]2[O:11][C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:9]([CH3:19])[C:8](=[O:20])[C:7]=2[CH:6]=[CH:5][CH:4]=1)=[N+:22]=[N-:23]

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 33557Sodium AzideHCID 19972408HCID 19972408, compound

Product 1

HCID 19972667HCID 19972667, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 22.8 g of Intermediate X and 6.8 g of sodium azide in 110 ml of dimethylformamide was stirred for 3 hours at 100° C. After cooling to ambient temperature, 130 ml of water and 88 ml of ethanol were added to the reaction mixture. After 1 hour, the crystals were collected by suction filtration, washed with water and dried. Yield: 22 g of the title product, melting point 132°-134° C. (ethanol).

Workup

  1. temperatureAfter cooling to ambient temperature
  2. waitAfter 1 hour
  3. filtrationthe crystals were collected by suction filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-1fe469f95cc0476c869c953051a49404
Source dataset
uspto-grants-1995_09
Patent number
US05453518

Reaction notes

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