Ethylene Glycol → HCID 57165524, compound

HRID 975165Notes

Reaction equation

HRID 975165 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]2[N:8]([CH2:13][C:14]3[CH:15]=[CH:16][C:17]4[C:23](=[CH:24][C:25]#N)[C:22]5[CH:27]=[CH:28][CH:29]=[CH:30][C:21]=5[CH2:20][O:19][C:18]=4[CH:31]=3)[C:9]([CH2:11][CH3:12])=[N:10][C:5]2=[C:4]([CH3:32])[CH:3]=1.[OH-:33].[Na+].C(O)CO.[OH2:39]>>[CH3:1][C:2]1[N:7]=[C:6]2[N:8]([CH2:13][C:14]3[CH:15]=[CH:16][C:17]4[C:23](=[CH:24][C:25]([OH:39])=[O:33])[C:22]5[CH:27]=[CH:28][CH:29]=[CH:30][C:21]=5[CH2:20][O:19][C:18]=4[CH:31]=3)[C:9]([CH2:11][CH3:12])=[N:10][C:5]2=[C:4]([CH3:32])[CH:3]=1

Participants

5

Reactant 4

HCID 174Ethylene GlycolHCID 962WaterHCID 14798Sodium HydroxideHCID 53646903HCID 53646903, compound

Product 1

HCID 57165524HCID 57165524, compoundYield 49%

Procedure

A mixture of 88 mg of Compound 2, 2 ml of a 1N aqueous solution of sodium hydroxide and 5 ml of ethyleneglycol was heated under reflux for 48 hours. After cooling, the mixture was diluted with water and washed with ether, and the aqueous layer was adjusted to pH 4 with 4N aqueous hydrochloric acid. The resulting precipitate was separated from the mixture by filtration and washed with water to give 44.7 mg (49%) of the product as a white solid.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 48 hours
  3. temperatureAfter cooling
  4. washwashed with ether
  5. customThe resulting precipitate was separated from the mixture by filtration
  6. washwashed with water

Sources & evidence

ORD record
ord-ab966fc245ee4128bd11ade42108fddb
Source dataset
uspto-grants-1997_03
Patent number
US05607955

Reaction notes

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