HCID 19705068, compound → HCID 19705127, compound

HRID 1682480Notes

Reaction equation

HRID 1682480 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([C:9]2[CH:14]=[C:13]([N+:15]([O-])=O)[CH:12]=[CH:11][C:10]=2[Cl:18])=[C:4]([CH3:19])[N:3]=1>C(O)(=O)C.O=[Pt]=O>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([C:9]2[CH:14]=[C:13]([NH2:15])[CH:12]=[CH:11][C:10]=2[Cl:18])=[C:4]([CH3:19])[N:3]=1

Participants

4

Reactant 1

HCID 19705068HCID 19705068, compound

Product 1

HCID 19705127HCID 19705127, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 2,4-diamino-5-(2-chloro-5-nitrophenyl)-6-methyl pyrimidine (13.9 g) in acetic acid (500 ml) was reduced under an atmosphere of hydrogen in the presence of PtO2 (0.28 g). The mixture was filtered through hyflo and the filtrate was concentrated. The residue was neutralised with saturated NaHCO3 solution and the product was extracted with ethyl acetate, bulked, dried (MgSO4) and evaporated. Chromatography on SiO2 gel, eluting with CHCl3 to 40% MeOH/CHCl3, gave the desired product, 6 g, mp. 117°-121° C.

Workup

  1. filtrationThe mixture was filtered through hyflo
  2. concentrationthe filtrate was concentrated
  3. extractionthe product was extracted with ethyl acetate
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. washChromatography on SiO2 gel, eluting with CHCl3 to 40% MeOH/CHCl3

Sources & evidence

ORD record
ord-2a5006c0647349d9a6566a39b2be3c6a
Source dataset
uspto-grants-1997_06
Patent number
US05635507

Reaction notes

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