Sodium Hydroxide → HCID 21551641, compound

HRID 268206Notes

Reaction equation

HRID 268206 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][NH:8][C:9]1[N:14]=[C:13]([NH:15][O:16]C2CCCCO2)[C:12]([CH2:23][C:24]2[CH:29]=[C:28]([O:30][CH3:31])[C:27]([O:32][CH3:33])=[C:26]([O:34][CH3:35])[CH:25]=2)=[CH:11][N:10]=1.[OH-].[Na+]>Cl.C(Cl)Cl>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][NH:8][C:9]1[N:14]=[C:13]([NH:15][OH:16])[C:12]([CH2:23][C:24]2[CH:29]=[C:28]([O:30][CH3:31])[C:27]([O:32][CH3:33])=[C:26]([O:34][CH3:35])[CH:25]=2)=[CH:11][N:10]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 21551648HCID 21551648, compound

Product 1

HCID 21551641HCID 21551641, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolvent2×

Procedure

3.8 g of 2,4-bis-[(tetrahydropyran-2-yloxy)-amino]-5-(3,4,5-trimethoxybenzyl)-pyrimidine is stirred in 30 ml of 1N hydrochloric acid for 10 minutes at room temperature. The reaction mixture is then neutralised with 1N sodium hydroxide solution and the precipitating oil is taken up in methylene chloride. Chromatography on silica gel with the use of methylene chloride as eluant yields 2-[(tetrahydropyran-2-yloxy)-amino]-4-(hydroxyamino)-5-(3,4,5-trimethoxybenzyl)-pyrimidine, M.P. 190°-192°.

Sources & evidence

ORD record
ord-81ab9a5f22834a1ea83c5e9232c13ebd
Source dataset
uspto-grants-1976_03
Patent number
US03947441

Reaction notes

Loading…