Sodium Azide → HCID 21537560, compound

HRID 1076659Notes

Reaction equation

HRID 1076659 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:11]=[C:10](Cl)[CH:9]=[C:8]([Cl:13])[N:7]=1.[N-:14]=[N+:15]=[N-:16].[Na+]>CC(C)=O>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:11]=[C:10]([N:14]=[N+:15]=[N-:16])[CH:9]=[C:8]([Cl:13])[N:7]=1

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 12231058HCID 12231058, compound

Product 1

HCID 21537560HCID 21537560, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-(2-Furyl)-4,6-dichloropyrimidine (m.p. 68° - 70°C.) was reacted with sodium azide in aqueous acetone to give 2-(2-furyl)-4-azido-6-chloropyrimidine (m.p. 117° - 119°C.) and this was then nitrated to give 2-(5-nitro-2-furyl)-4-azido-6-chloropyrimidine (m.p. 114° - 116°C.) which was, in turn, reacted with hydrazine hydrate in isopropanol.

Sources & evidence

ORD record
ord-7923da08aca74ea7a0856989ec32b853
Source dataset
uspto-grants-1976_05
Patent number
US03957766

Reaction notes

Loading…