2,4-Diamino-5-(2,3-dichloro-4-nitrophenyl)-6-methylpyrimidine → 2,4-Diamino-5-(2,3,4-trichlorophenyl)-6-methylpyrimidine

HRID 1682476Notes

Reaction equation

HRID 1682476 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([C:9]2[CH:14]=[CH:13][C:12]([N+]([O-])=O)=[C:11]([Cl:18])[C:10]=2[Cl:19])=[C:4]([CH3:20])[N:3]=1.CO.C(Cl)(Cl)[Cl:24]>Cl[Cu]>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([C:9]2[CH:14]=[CH:13][C:12]([Cl:24])=[C:11]([Cl:18])[C:10]=2[Cl:19])=[C:4]([CH3:20])[N:3]=1

Participants

4

Reactant 2

HCID 197050312,4-Diamino-5-(2,3-dichloro-4-nitrophenyl)-6-methylpyrimidineHCID 21584188Chloroform methanol

Product 1

HCID 197050562,4-Diamino-5-(2,3,4-trichlorophenyl)-6-methylpyrimidine

Reagents, catalysts & solvents 1

HCID 62652Cuprous chlorideCatalyst

Procedure

This compound was made from the compound of Example 47 by reduction to the amine (PtO2, H2, AcOH), formation of the diazonium salt (NaNO2, H2SO4), and reaction of this with CuCl (as for Example 57). Sublimes at 275° C. Homogenous on TLC (methanol/chloroform, 1:9) Rf=0.36.

Workup

  1. customat 275° C

Sources & evidence

ORD record
ord-3ba76b4316dc42e9b542e62535b04a5c
Source dataset
uspto-grants-1997_06
Patent number
US05635507

Reaction notes

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