2-Methoxyethanol → HCID 136076809, compound

HRID 1710194Notes

Reaction equation

HRID 1710194 reaction equation
Br[C:2]1[N:3]([CH2:13][C:14]2[S:18][C:17]([CH2:19][CH3:20])=[CH:16][CH:15]=2)[C:4]2[N:5]=[C:6]([NH2:12])[NH:7][C:8](=[O:11])[C:9]=2[N:10]=1.[NH2:21]N.COCCO>O>[NH2:21][C:2]1[N:3]([CH2:13][C:14]2[S:18][C:17]([CH2:19][CH3:20])=[CH:16][CH:15]=2)[C:4]2[N:5]=[C:6]([NH2:12])[NH:7][C:8](=[O:11])[C:9]=2[N:10]=1

Participants

5

Reactant 3

HCID 80192-MethoxyethanolHCID 9321HydrazineHCID 136205510HCID 136205510, compound

Product 1

HCID 136076809HCID 136076809, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 8-bromo-9-(5-ethyl-2-thenyl)guanine (6.5 g; 18.3 mmol) and 60% aqueous hydrazine (200 ml) was heated to reflux under nitrogen atmosphere for 20 hours. 2-Methoxyethanol (50 ml) was added and the refluxing continued for an additional 48 hours in the open air. The orange-brown solution was cooled, diluted with water (150 ml) and allowed to crystallize in the refrigerator overnight. The crude product thus obtained was converted to the hydrochloride salt by recrystallizing from boiling isopropanol and 1N HCl. Yield, 0.49 g; mp 215°-218° C., dec.

Workup

  1. temperaturewas heated
  2. temperatureto reflux under nitrogen atmosphere for 20 hours
  3. temperatureThe orange-brown solution was cooled
  4. customto crystallize in the refrigerator overnight

Sources & evidence

ORD record
ord-4efca97630f64d78b440883b94070c33
Source dataset
uspto-grants-1990_08
Patent number
US04952693

Reaction notes

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