2-Chloroethanol → HCID 178428509, compound

HRID 1837402Notes

Reaction equation

HRID 1837402 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:10]2[N:15]3[N:16]=[CH:17][C:18]([N+:19]([O-:21])=[O:20])=[C:14]3[N:13]=[C:12]([CH3:22])[CH:11]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[Cl:23][CH2:24][CH2:25][OH:26]>C(OCC)(=O)C>[Cl-:23].[OH:26][CH2:25][CH2:24][N+:3]1[CH:4]=[CH:5][N:1]([CH2:6][CH2:7][CH2:8][NH:9][C:10]2[N:15]3[N:16]=[CH:17][C:18]([N+:19]([O-:21])=[O:20])=[C:14]3[N:13]=[C:12]([CH3:22])[CH:11]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 342-ChloroethanolHCID 22676969HCID 22676969, compound

Product 1

HCID 178428509HCID 178428509, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3 g of (3-imidazol-1-ylpropyl)(5-methyl-3-nitropyrazolo[1,5-a]pyrimidin-7-yl)amine and 10 g of 2-chloroethanol were introduced into a 25 cc three-necked round-bottomed flask equipped with a magnetic stirrer, a thermometer and a condenser. The medium was refluxed for 6 hours. The reaction medium was poured into 160 cc of ethyl acetate and refluxed. The precipitate was filtered off at room temperature. This gave 3.8 g of 1-(2-hydroxyethyl)-3-[3-(5-methyl-3-nitropyrazolo[1,5-a]pyrimidin-7-ylamino)propyl]-3H-imidazol-1-ium chloride (beige powder) after drying under vacuum over phosphoric anhydride.

Workup

  1. customequipped with a magnetic stirrer
  2. temperatureThe medium was refluxed for 6 hours
  3. temperaturerefluxed
  4. filtrationThe precipitate was filtered off at room temperature
  5. dry with materialThis gave 3.8 g of 1-(2-hydroxyethyl)-3-[3-(5-methyl-3-nitropyrazolo[1,5-a]pyrimidin-7-ylamino)propyl]-3H-imidazol-1-ium chloride (beige powder) after drying under vacuum over phosphoric anhydride

Sources & evidence

ORD record
ord-6e8fb6942d6c4c99906fcc1cc43a0433
Source dataset
uspto-grants-2004_08
Patent number
US06783557B1

Reaction notes

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